Yong Tu - Academia.edu (original) (raw)
Papers by Yong Tu
![Research paper thumbnail of Formal syntheses of (±)-Asterisca-3(15),6-diene and (±)-Pentalenene using Rh(I)-catalyzed [(5+2)+1] cycloaddition](https://attachments.academia-assets.com/42109638/thumbnails/1.jpg)
](Tetrahedron, 2009
... 2. Retrosynthetic plan. Our synthetic strategy (Scheme 2) was inspired by the pioneering work... more ... 2. Retrosynthetic plan. Our synthetic strategy (Scheme 2) was inspired by the pioneering work accomplished by Mehta's group and Pattenden's group. ... The 1 H and 13 C NMR data of 18 exactly match those reported by Pattenden and Teague. ...
Chemosphere, 2014
The interlayer of Sb-doped SnO2 (SnO2-Sb) and TiO2 nanotubes (TiO2-NTs) on Ti has been introduced... more The interlayer of Sb-doped SnO2 (SnO2-Sb) and TiO2 nanotubes (TiO2-NTs) on Ti has been introduced into the PbO2 electrode system with the aim to reveal the mechanism of enhanced electrochemical performance of TiO2-NTs/SnO2-Sb/PbO2 electrode. In contrast with the traditional Ti/SnO2-Sb/PbO2 electrode, the constructed PbO2 electrode has a more regular and compact morphology with better oriented crystals of lower size. The TiO2-NTs/SnO2-Sb interlayer prepared by electrodeposition process improves PbO2 coating structure effectively, and enhances the electrochemical performance of PbO2 electrode. Kinetic analyses indicated that the electrochemical oxidation of nitrobenzene on the PbO2 electrodes followed pseudo-first-order reaction, and mass transport was enhanced at the constructed electrode. The accumulation of nitrocompounds of degradation intermediates on constructed electrode was lower, and almost all of the nitro groups were eliminated from aromatic rings after 6h of electrolysis. Higher combustion efficiency was obtained on the constructed TiO2-NTs/SnO2-Sb/PbO2 electrode. The intermediates of nitrobenzene oxidation were confirmed by IC and GC/MS.
Journal of the Chemical Society, Perkin Transactions 1, 1995
Bromination-dehydrobromination route to some naturally occurring ... Yong Qiang Tu, Karl A. Byrie... more Bromination-dehydrobromination route to some naturally occurring ... Yong Qiang Tu, Karl A. Byriel, Colin HL Kennard and William Kitching * Department of Chemistry, The University of Queensland, QLD, Australia 4072 ... Bromination-dehydrobromination of saturated 1,6-...
Tetrahedron Letters, 2009
An expeditious and high-yield formal synthesis of hirsutene has been achieved. This synthesis fea... more An expeditious and high-yield formal synthesis of hirsutene has been achieved. This synthesis features Rh(I)-catalyzed [(5+2)+1] cycloaddition to construct a bicyclic cyclooctenone, which can be efficiently transformed to bicyclic diketone, an advanced intermediate for racemic and asymmetric syntheses of hirsutene.
Tetrahedron Letters, 2003
A stereoselective synthesis of C28-C46 segment of phorboxazole B is described. Key features of th... more A stereoselective synthesis of C28-C46 segment of phorboxazole B is described. Key features of the synthetic route involved the use of 1,3-asymmetric induction of Mukaiyama aldol reaction to construct the stereogenic center at C35, and the employment of metalated oxazole chemistry to prepare the ketal 6.
Organic Letters, 2006
[reaction: see text] A general and efficient strategy to both aromatic-type and nonaromatic-type ... more [reaction: see text] A general and efficient strategy to both aromatic-type and nonaromatic-type erythrinan and homoerythrinan alkaloids has been developed. This approach involves a key two-step sequence, an alkylation of a ketone with various N-substituted iodoacetamides followed by a N-acyliminium ion promoted intramolecular cyclization, and represents one of the shortest routes to erythrinan and homoerythrinan alkaloids. As the application, the formal total synthesis of (+/-)-3-demethoxyerythratidinone and the total synthesis of (+/-)-erysotramidine have been achieved, respectively.
The Journal of Organic Chemistry, 1998
A series of chiral ketones derived from carbohydrates were investigated as catalysts for the asym... more A series of chiral ketones derived from carbohydrates were investigated as catalysts for the asymmetric epoxidation. Fructose-derived ketones are found to be efficient catalysts. The studies show that the structural requirements for the ketone catalysts are very stringent ...
The Journal of Organic Chemistry, 2001
Journal of Medicinal Chemistry, 2014
Described herein are structure-activity relationship studies that resulted in the optimization of... more Described herein are structure-activity relationship studies that resulted in the optimization of the activity of members of a class of cyclopropyl-fused indolobenzazepine HCV NS5B polymerase inhibitors. Subsequent iterations of analogue design and syntheses successfully addressed off-target activities, most notably human pregnane X receptor (hPXR) transactivation, and led to significant improvements in the physicochemical properties of lead compounds. Those analogues exhibiting improved solubility and membrane permeability were shown to have notably enhanced pharmacokinetic profiles. Additionally, a series of alkyl bridged piperazine carboxamides was identified as being of particular interest, and from which the compound BMS-791325 (2) was found to have distinguishing antiviral, safety, and pharmacokinetic properties that resulted in its selection for clinical evaluation.
Chemical Communications, 2005
Quinine/Selectfluor Combination Induced Asymmetric Semipinacol Rearrangement of Allylic Alcohols:... more Quinine/Selectfluor Combination Induced Asymmetric Semipinacol Rearrangement of Allylic Alcohols: An Effective and Enantioselective Approach to α-Quaternary β-Fluoro Aldehydes. -(WANG, M.; WANG, B. M.; SHI, L.; TU*, Y. Q.; FAN, C.-A.; WANG, S. H.; HU, X. D.; ZHANG, S. Y.; Chem. Commun. (Cambridge)
by Mark Cockett, Nicholas Meanwell, Jin-hua Sun, Chunfu Wang, Pete Nower, Michelle Nophsker, Karen Rigat, Yong Tu, John Kadow, Julie Lemm, Benjamin Johnson, and Frederic Moulin
Nature, 2015
It is estimated that more than 170 million people are infected with hepatitis C virus (HCV) world... more It is estimated that more than 170 million people are infected with hepatitis C virus (HCV) worldwide. Clinical trials have demonstrated that, for the first time in human history, the potential exists to eradicate a chronic viral disease using combination therapies that contain only direct-acting antiviral agents. HCV non-structural protein 5A (NS5A) is a multifunctional protein required for several stages of the virus replication cycle. NS5A replication complex inhibitors, exemplified by daclatasvir (DCV; also known as BMS-790052 and Daklinza), belong to the most potent class of direct-acting anti-HCV agents described so far, with in vitro activity in the picomolar (pM) to low nanomolar (nM) range. The potency observed in vitro has translated into clinical efficacy, with HCV RNA declining by ~3-4 log10 in infected patients after administration of single oral doses of DCV. Understanding the exceptional potency of DCV was a key objective of this study. Here we show that although DCV and an NS5A inhibitor analogue (Syn-395) are inactive against certain NS5A resistance variants, combinations of the pair enhance DCV potency by >1,000-fold, restoring activity to the pM range. This synergistic effect was validated in vivo using an HCV-infected chimaeric mouse model. The cooperative interaction of a pair of compounds suggests that NS5A protein molecules communicate with each other: one inhibitor binds to resistant NS5A, causing a conformational change that is transmitted to adjacent NS5As, resensitizing resistant NS5A so that the second inhibitor can act to restore inhibition. This unprecedented synergistic anti-HCV activity also enhances the resistance barrier of DCV, providing additional options for HCV combination therapy and new insight into the role of NS5A in the HCV replication cycle.
Tetrahedron, 2009
... 2. Retrosynthetic plan. Our synthetic strategy (Scheme 2) was inspired by the pioneering work... more ... 2. Retrosynthetic plan. Our synthetic strategy (Scheme 2) was inspired by the pioneering work accomplished by Mehta's group and Pattenden's group. ... The 1 H and 13 C NMR data of 18 exactly match those reported by Pattenden and Teague. ...
Chemosphere, 2014
The interlayer of Sb-doped SnO2 (SnO2-Sb) and TiO2 nanotubes (TiO2-NTs) on Ti has been introduced... more The interlayer of Sb-doped SnO2 (SnO2-Sb) and TiO2 nanotubes (TiO2-NTs) on Ti has been introduced into the PbO2 electrode system with the aim to reveal the mechanism of enhanced electrochemical performance of TiO2-NTs/SnO2-Sb/PbO2 electrode. In contrast with the traditional Ti/SnO2-Sb/PbO2 electrode, the constructed PbO2 electrode has a more regular and compact morphology with better oriented crystals of lower size. The TiO2-NTs/SnO2-Sb interlayer prepared by electrodeposition process improves PbO2 coating structure effectively, and enhances the electrochemical performance of PbO2 electrode. Kinetic analyses indicated that the electrochemical oxidation of nitrobenzene on the PbO2 electrodes followed pseudo-first-order reaction, and mass transport was enhanced at the constructed electrode. The accumulation of nitrocompounds of degradation intermediates on constructed electrode was lower, and almost all of the nitro groups were eliminated from aromatic rings after 6h of electrolysis. Higher combustion efficiency was obtained on the constructed TiO2-NTs/SnO2-Sb/PbO2 electrode. The intermediates of nitrobenzene oxidation were confirmed by IC and GC/MS.
Journal of the Chemical Society, Perkin Transactions 1, 1995
Bromination-dehydrobromination route to some naturally occurring ... Yong Qiang Tu, Karl A. Byrie... more Bromination-dehydrobromination route to some naturally occurring ... Yong Qiang Tu, Karl A. Byriel, Colin HL Kennard and William Kitching * Department of Chemistry, The University of Queensland, QLD, Australia 4072 ... Bromination-dehydrobromination of saturated 1,6-...
Tetrahedron Letters, 2009
An expeditious and high-yield formal synthesis of hirsutene has been achieved. This synthesis fea... more An expeditious and high-yield formal synthesis of hirsutene has been achieved. This synthesis features Rh(I)-catalyzed [(5+2)+1] cycloaddition to construct a bicyclic cyclooctenone, which can be efficiently transformed to bicyclic diketone, an advanced intermediate for racemic and asymmetric syntheses of hirsutene.
Tetrahedron Letters, 2003
A stereoselective synthesis of C28-C46 segment of phorboxazole B is described. Key features of th... more A stereoselective synthesis of C28-C46 segment of phorboxazole B is described. Key features of the synthetic route involved the use of 1,3-asymmetric induction of Mukaiyama aldol reaction to construct the stereogenic center at C35, and the employment of metalated oxazole chemistry to prepare the ketal 6.
Organic Letters, 2006
[reaction: see text] A general and efficient strategy to both aromatic-type and nonaromatic-type ... more [reaction: see text] A general and efficient strategy to both aromatic-type and nonaromatic-type erythrinan and homoerythrinan alkaloids has been developed. This approach involves a key two-step sequence, an alkylation of a ketone with various N-substituted iodoacetamides followed by a N-acyliminium ion promoted intramolecular cyclization, and represents one of the shortest routes to erythrinan and homoerythrinan alkaloids. As the application, the formal total synthesis of (+/-)-3-demethoxyerythratidinone and the total synthesis of (+/-)-erysotramidine have been achieved, respectively.
The Journal of Organic Chemistry, 1998
A series of chiral ketones derived from carbohydrates were investigated as catalysts for the asym... more A series of chiral ketones derived from carbohydrates were investigated as catalysts for the asymmetric epoxidation. Fructose-derived ketones are found to be efficient catalysts. The studies show that the structural requirements for the ketone catalysts are very stringent ...
The Journal of Organic Chemistry, 2001
Journal of Medicinal Chemistry, 2014
Described herein are structure-activity relationship studies that resulted in the optimization of... more Described herein are structure-activity relationship studies that resulted in the optimization of the activity of members of a class of cyclopropyl-fused indolobenzazepine HCV NS5B polymerase inhibitors. Subsequent iterations of analogue design and syntheses successfully addressed off-target activities, most notably human pregnane X receptor (hPXR) transactivation, and led to significant improvements in the physicochemical properties of lead compounds. Those analogues exhibiting improved solubility and membrane permeability were shown to have notably enhanced pharmacokinetic profiles. Additionally, a series of alkyl bridged piperazine carboxamides was identified as being of particular interest, and from which the compound BMS-791325 (2) was found to have distinguishing antiviral, safety, and pharmacokinetic properties that resulted in its selection for clinical evaluation.
Chemical Communications, 2005
Quinine/Selectfluor Combination Induced Asymmetric Semipinacol Rearrangement of Allylic Alcohols:... more Quinine/Selectfluor Combination Induced Asymmetric Semipinacol Rearrangement of Allylic Alcohols: An Effective and Enantioselective Approach to α-Quaternary β-Fluoro Aldehydes. -(WANG, M.; WANG, B. M.; SHI, L.; TU*, Y. Q.; FAN, C.-A.; WANG, S. H.; HU, X. D.; ZHANG, S. Y.; Chem. Commun. (Cambridge)
by Mark Cockett, Nicholas Meanwell, Jin-hua Sun, Chunfu Wang, Pete Nower, Michelle Nophsker, Karen Rigat, Yong Tu, John Kadow, Julie Lemm, Benjamin Johnson, and Frederic Moulin
Nature, 2015
It is estimated that more than 170 million people are infected with hepatitis C virus (HCV) world... more It is estimated that more than 170 million people are infected with hepatitis C virus (HCV) worldwide. Clinical trials have demonstrated that, for the first time in human history, the potential exists to eradicate a chronic viral disease using combination therapies that contain only direct-acting antiviral agents. HCV non-structural protein 5A (NS5A) is a multifunctional protein required for several stages of the virus replication cycle. NS5A replication complex inhibitors, exemplified by daclatasvir (DCV; also known as BMS-790052 and Daklinza), belong to the most potent class of direct-acting anti-HCV agents described so far, with in vitro activity in the picomolar (pM) to low nanomolar (nM) range. The potency observed in vitro has translated into clinical efficacy, with HCV RNA declining by ~3-4 log10 in infected patients after administration of single oral doses of DCV. Understanding the exceptional potency of DCV was a key objective of this study. Here we show that although DCV and an NS5A inhibitor analogue (Syn-395) are inactive against certain NS5A resistance variants, combinations of the pair enhance DCV potency by >1,000-fold, restoring activity to the pM range. This synergistic effect was validated in vivo using an HCV-infected chimaeric mouse model. The cooperative interaction of a pair of compounds suggests that NS5A protein molecules communicate with each other: one inhibitor binds to resistant NS5A, causing a conformational change that is transmitted to adjacent NS5As, resensitizing resistant NS5A so that the second inhibitor can act to restore inhibition. This unprecedented synergistic anti-HCV activity also enhances the resistance barrier of DCV, providing additional options for HCV combination therapy and new insight into the role of NS5A in the HCV replication cycle.