Matthew Lucas - Academia.edu (original) (raw)
Papers by Matthew Lucas
Medicinal chemistry reviews, Oct 17, 2016
This is a PDF file of an article that has undergone enhancements after acceptance, such as the ad... more This is a PDF file of an article that has undergone enhancements after acceptance, such as the addition of a cover page and metadata, and formatting for readability, but it is not yet the definitive version of record. This version will undergo additional copyediting, typesetting and review before it is published in its final form, but we are providing this version to give early visibility of the article. Please note that, during the production process, errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.
Tetrahedron Letters, Nov 1, 2000
... David C. Harrowven Corresponding Author Contact Information , a , Joanne C. Hannam a , Matthe... more ... David C. Harrowven Corresponding Author Contact Information , a , Joanne C. Hannam a , Matthew C. Lucas a , Nicola A. Newman a and Peter D. Howes b. ... React. 1996, 48, 301; (b) Curran, DP In Comprehensive Organic Synthesis; Trost, BM, Ed.; Pergamon: Oxford, 1991; Vol. ...
Tetrahedron, 1999
Thioamides may be transformed into thioesters through the simple expedient of wanning them in an ... more Thioamides may be transformed into thioesters through the simple expedient of wanning them in an aqueous TI-IF solution containing an alkylating agent. Reactions proceed in high yield and are amenable to multi-gram scale.
Bioorganic & Medicinal Chemistry Letters, Aug 1, 2009
Chemical Communications, May 6, 2003
Ring closure reactions Ring closure reactions O 0130 Palladium-Catalyzed, Heteroatom Assisted, Re... more Ring closure reactions Ring closure reactions O 0130 Palladium-Catalyzed, Heteroatom Assisted, Regioselective Cyclizations.-Unusual Pd-catalyzed cyclizations of unsymmetrical allylic acetates, where the nucleophile is tethered to the central allyl carbon, are remarkably controlled by heteroatom-mediated preassociation of the reacting partners.-(KRAFFT*, M. E.; LUCAS, M. C.; Chem. Commun.
Tetrahedron Letters, Jun 1, 2007
Pyrrole derivatives R 0120 Microwave-Enhanced Rhodium-Catalyzed Conjugate-Addition of Aryl Boroni... more Pyrrole derivatives R 0120 Microwave-Enhanced Rhodium-Catalyzed Conjugate-Addition of Aryl Boronic Acids to Unprotected Maleimides.-The method allows a rapid access to the synthetically important heterocycle skeleton.-(IYER*,
Tetrahedron Letters, Jun 1, 1999
Total syntheses of two marine sesquiterpenes, aplysin I and debromoaplysin 2, are described. The ... more Total syntheses of two marine sesquiterpenes, aplysin I and debromoaplysin 2, are described. The key step involves a diastereoselective, sulfur mediated radical cyclisation of diene 5 to 7 which simultaneously creates the stefically demanding aplysin skeleton and establishes the relative configuration of the three contiguous stereogenic centres.
Elsevier eBooks, 2013
Abstract Idiopathic pulmonary fibrosis (IPF) is a chronic, progressive lung disease characterized... more Abstract Idiopathic pulmonary fibrosis (IPF) is a chronic, progressive lung disease characterized by scarring of the lung interstitium that likely occurs because of repetitive wounding of the alveolar epithelium, followed by incomplete healing of the injury. IPF is a disease of high, unmet medical need due to an exceptionally poor prognosis combined with a lack of effective treatment options capable of altering its progression. There is an urgent need for the development of novel pharmacological agents capable of providing significant efficacy while modifying the natural course of the disease. Herein, we describe emerging targets for the treatment of IPF and progress in the development of small-molecule modulators against them. Targets for which there is limited pharmacologic validation or against which only biologic modalities exist are excluded.
Tetrahedron, Oct 1, 2001
ÐThe paper describes the ®rst total synthesis of (^)-1-desoxyhypnophilin, a linear triquinane fro... more ÐThe paper describes the ®rst total synthesis of (^)-1-desoxyhypnophilin, a linear triquinane from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. A key feature is the use of a ring closing metathesis reaction with a tertiary allylic alcohol, in conjunction with a PCC induced oxidative rearrangement, to construct a cyclopentenone.
Bioorganic & Medicinal Chemistry Letters, Jul 1, 2010
Recently a class of compounds known as triple reuptake inhibitors has emerged as a new strategy f... more Recently a class of compounds known as triple reuptake inhibitors has emerged as a new strategy for the treatment of depression. These compounds work by simultaneously inhibiting the synaptic reuptake of serotonin, norepinephrine and dopamine. In this Letter we describe the optimization of a novel series of 2-substituted N-aryl piperazine based triple reuptake inhibitors.
European Journal of Cancer, Oct 1, 2022
ChemInform, Jun 12, 2010
A Short Synthesis of Hippadine.-The synthesis of alkaloid hippadine (IV) is accomplished in four ... more A Short Synthesis of Hippadine.-The synthesis of alkaloid hippadine (IV) is accomplished in four steps and involves the low temperature, Cu(I)promoted Ullman type intramolecular coupling of indole (II) to construct the pentacyclic skeleton, and an unusual methylene oxidation promoted by barium manganate. The route compares favorably with all previously published syntheses.
Tetrahedron Letters, Nov 1, 1999
Total syntheses of aplysin 1. debromoaplysin 2, aplysinol 3. debromoaplysinol 4, isoaplysin 5. is... more Total syntheses of aplysin 1. debromoaplysin 2, aplysinol 3. debromoaplysinol 4, isoaplysin 5. isolaurinterol 6 and debromoisolaurinterol 7 am described.
Tetrahedron Letters, Nov 1, 2000
ABSTRACT The paper describes the first total synthesis of (±)-1-desoxyhypnophilin, a linear triqu... more ABSTRACT The paper describes the first total synthesis of (±)-1-desoxyhypnophilin, a linear triquinane isolated from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. The key strategic feature is a new cyclopentannulation method for appending cycloalkenones onto ketones involving sequential use of a ring closing metathesis reaction with a tertiary allylic alcohol and a PCC induced oxidative rearrangement.
Tetrahedron, 2001
ÐTotal syntheses of (^)-aplysin 1, (^)-debromoaplysin 2, (^)-isoaplysin 3, (^)-aplysinol 4, (^)-d... more ÐTotal syntheses of (^)-aplysin 1, (^)-debromoaplysin 2, (^)-isoaplysin 3, (^)-aplysinol 4, (^)-debromoaplysinol 5, (^)aplysinal 6, (^)-isolaurinterol 7 and (^)-debromoisolaurinterol 8 are described. Key features are a diastereoselective, sulfur mediated radical cyclisation of diene 12 to give 35; a new radical to polar crossover sequence mediated by Bu 3 Sn z that transforms diene 12 into (^)debromoisolaurinterol 8; and a series of biomimetic cyclisation and oxidation reactions.
Medicinal chemistry reviews, Oct 17, 2016
This is a PDF file of an article that has undergone enhancements after acceptance, such as the ad... more This is a PDF file of an article that has undergone enhancements after acceptance, such as the addition of a cover page and metadata, and formatting for readability, but it is not yet the definitive version of record. This version will undergo additional copyediting, typesetting and review before it is published in its final form, but we are providing this version to give early visibility of the article. Please note that, during the production process, errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.
Tetrahedron Letters, Nov 1, 2000
... David C. Harrowven Corresponding Author Contact Information , a , Joanne C. Hannam a , Matthe... more ... David C. Harrowven Corresponding Author Contact Information , a , Joanne C. Hannam a , Matthew C. Lucas a , Nicola A. Newman a and Peter D. Howes b. ... React. 1996, 48, 301; (b) Curran, DP In Comprehensive Organic Synthesis; Trost, BM, Ed.; Pergamon: Oxford, 1991; Vol. ...
Tetrahedron, 1999
Thioamides may be transformed into thioesters through the simple expedient of wanning them in an ... more Thioamides may be transformed into thioesters through the simple expedient of wanning them in an aqueous TI-IF solution containing an alkylating agent. Reactions proceed in high yield and are amenable to multi-gram scale.
Bioorganic & Medicinal Chemistry Letters, Aug 1, 2009
Chemical Communications, May 6, 2003
Ring closure reactions Ring closure reactions O 0130 Palladium-Catalyzed, Heteroatom Assisted, Re... more Ring closure reactions Ring closure reactions O 0130 Palladium-Catalyzed, Heteroatom Assisted, Regioselective Cyclizations.-Unusual Pd-catalyzed cyclizations of unsymmetrical allylic acetates, where the nucleophile is tethered to the central allyl carbon, are remarkably controlled by heteroatom-mediated preassociation of the reacting partners.-(KRAFFT*, M. E.; LUCAS, M. C.; Chem. Commun.
Tetrahedron Letters, Jun 1, 2007
Pyrrole derivatives R 0120 Microwave-Enhanced Rhodium-Catalyzed Conjugate-Addition of Aryl Boroni... more Pyrrole derivatives R 0120 Microwave-Enhanced Rhodium-Catalyzed Conjugate-Addition of Aryl Boronic Acids to Unprotected Maleimides.-The method allows a rapid access to the synthetically important heterocycle skeleton.-(IYER*,
Tetrahedron Letters, Jun 1, 1999
Total syntheses of two marine sesquiterpenes, aplysin I and debromoaplysin 2, are described. The ... more Total syntheses of two marine sesquiterpenes, aplysin I and debromoaplysin 2, are described. The key step involves a diastereoselective, sulfur mediated radical cyclisation of diene 5 to 7 which simultaneously creates the stefically demanding aplysin skeleton and establishes the relative configuration of the three contiguous stereogenic centres.
Elsevier eBooks, 2013
Abstract Idiopathic pulmonary fibrosis (IPF) is a chronic, progressive lung disease characterized... more Abstract Idiopathic pulmonary fibrosis (IPF) is a chronic, progressive lung disease characterized by scarring of the lung interstitium that likely occurs because of repetitive wounding of the alveolar epithelium, followed by incomplete healing of the injury. IPF is a disease of high, unmet medical need due to an exceptionally poor prognosis combined with a lack of effective treatment options capable of altering its progression. There is an urgent need for the development of novel pharmacological agents capable of providing significant efficacy while modifying the natural course of the disease. Herein, we describe emerging targets for the treatment of IPF and progress in the development of small-molecule modulators against them. Targets for which there is limited pharmacologic validation or against which only biologic modalities exist are excluded.
Tetrahedron, Oct 1, 2001
ÐThe paper describes the ®rst total synthesis of (^)-1-desoxyhypnophilin, a linear triquinane fro... more ÐThe paper describes the ®rst total synthesis of (^)-1-desoxyhypnophilin, a linear triquinane from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. A key feature is the use of a ring closing metathesis reaction with a tertiary allylic alcohol, in conjunction with a PCC induced oxidative rearrangement, to construct a cyclopentenone.
Bioorganic & Medicinal Chemistry Letters, Jul 1, 2010
Recently a class of compounds known as triple reuptake inhibitors has emerged as a new strategy f... more Recently a class of compounds known as triple reuptake inhibitors has emerged as a new strategy for the treatment of depression. These compounds work by simultaneously inhibiting the synaptic reuptake of serotonin, norepinephrine and dopamine. In this Letter we describe the optimization of a novel series of 2-substituted N-aryl piperazine based triple reuptake inhibitors.
European Journal of Cancer, Oct 1, 2022
ChemInform, Jun 12, 2010
A Short Synthesis of Hippadine.-The synthesis of alkaloid hippadine (IV) is accomplished in four ... more A Short Synthesis of Hippadine.-The synthesis of alkaloid hippadine (IV) is accomplished in four steps and involves the low temperature, Cu(I)promoted Ullman type intramolecular coupling of indole (II) to construct the pentacyclic skeleton, and an unusual methylene oxidation promoted by barium manganate. The route compares favorably with all previously published syntheses.
Tetrahedron Letters, Nov 1, 1999
Total syntheses of aplysin 1. debromoaplysin 2, aplysinol 3. debromoaplysinol 4, isoaplysin 5. is... more Total syntheses of aplysin 1. debromoaplysin 2, aplysinol 3. debromoaplysinol 4, isoaplysin 5. isolaurinterol 6 and debromoisolaurinterol 7 am described.
Tetrahedron Letters, Nov 1, 2000
ABSTRACT The paper describes the first total synthesis of (±)-1-desoxyhypnophilin, a linear triqu... more ABSTRACT The paper describes the first total synthesis of (±)-1-desoxyhypnophilin, a linear triquinane isolated from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. The key strategic feature is a new cyclopentannulation method for appending cycloalkenones onto ketones involving sequential use of a ring closing metathesis reaction with a tertiary allylic alcohol and a PCC induced oxidative rearrangement.
Tetrahedron, 2001
ÐTotal syntheses of (^)-aplysin 1, (^)-debromoaplysin 2, (^)-isoaplysin 3, (^)-aplysinol 4, (^)-d... more ÐTotal syntheses of (^)-aplysin 1, (^)-debromoaplysin 2, (^)-isoaplysin 3, (^)-aplysinol 4, (^)-debromoaplysinol 5, (^)aplysinal 6, (^)-isolaurinterol 7 and (^)-debromoisolaurinterol 8 are described. Key features are a diastereoselective, sulfur mediated radical cyclisation of diene 12 to give 35; a new radical to polar crossover sequence mediated by Bu 3 Sn z that transforms diene 12 into (^)debromoisolaurinterol 8; and a series of biomimetic cyclisation and oxidation reactions.