Recent advances in the total synthesis of cyclopropane-containing natural products - PubMed (original) (raw)
Review
. 2012 Jul 7;41(13):4631-42.
doi: 10.1039/c2cs35067j. Epub 2012 May 16.
Affiliations
- PMID: 22592592
- DOI: 10.1039/c2cs35067j
Review
Recent advances in the total synthesis of cyclopropane-containing natural products
David Y-K Chen et al. Chem Soc Rev. 2012.
Abstract
In this tutorial review, recent advances in the synthesis of cyclopropane-containing natural products are discussed, highlighting the application of novel synthetic methodologies and innovative synthetic strategies in the construction of highly functionalized cyclopropanes. The examples showcased herein aim to inspire students and practitioners of organic synthesis to seek further advances in the chemical synthesis of cyclopropanes, both in the context of target-oriented syntheses and method developments.
Similar articles
- Allenes in catalytic asymmetric synthesis and natural product syntheses.
Yu S, Ma S. Yu S, et al. Angew Chem Int Ed Engl. 2012 Mar 26;51(13):3074-112. doi: 10.1002/anie.201101460. Epub 2012 Jan 23. Angew Chem Int Ed Engl. 2012. PMID: 22271630 Review. - "Common synthetic scaffolds" in the synthesis of structurally diverse natural products.
Anagnostaki EE, Zografos AL. Anagnostaki EE, et al. Chem Soc Rev. 2012 Sep 7;41(17):5613-25. doi: 10.1039/c2cs35080g. Epub 2012 Jul 10. Chem Soc Rev. 2012. PMID: 22782134 Review. - Recent developments in the field of oxa-Michael reactions.
Nising CF, Bräse S. Nising CF, et al. Chem Soc Rev. 2012 Feb 7;41(3):988-99. doi: 10.1039/c1cs15167c. Epub 2011 Jul 28. Chem Soc Rev. 2012. PMID: 21796323 Review. - Heterocycles from cyclopropanes: applications in natural product synthesis.
Carson CA, Kerr MA. Carson CA, et al. Chem Soc Rev. 2009 Nov;38(11):3051-60. doi: 10.1039/b901245c. Epub 2009 Jul 10. Chem Soc Rev. 2009. PMID: 19847340 Review. - Ruthenium-catalyzed hydroarylations of methylenecyclopropanes: mild C-H bond functionalizations with conservation of cyclopropane rings.
Kozhushkov SI, Yufit DS, Ackermann L. Kozhushkov SI, et al. Org Lett. 2008 Aug 21;10(16):3409-12. doi: 10.1021/ol8011875. Epub 2008 Jul 17. Org Lett. 2008. PMID: 18630917
Cited by
- Biomimetic Cationic Cyclopropanation Enables an Efficient Chemoenzymatic Synthesis of 6,8-Cycloeudesmanes.
Grant PS, Meyrelles R, Gajsek O, Niederacher G, Maryasin B, Maulide N. Grant PS, et al. J Am Chem Soc. 2023 Mar 15;145(10):5855-5863. doi: 10.1021/jacs.2c13116. Epub 2023 Feb 28. J Am Chem Soc. 2023. PMID: 36854118 Free PMC article. - DFT Mechanistic Study of the Cyclopropanation of Styrene and Aryldiazodiacetate Catalyzed by Tris(pentafluorophenyl)borane.
Wen X, Lu P, Shen Y, Peng H, Ke Z, Zhao C. Wen X, et al. ACS Omega. 2022 Apr 7;7(15):12900-12909. doi: 10.1021/acsomega.2c00200. eCollection 2022 Apr 19. ACS Omega. 2022. PMID: 35474821 Free PMC article. - Rhodium-catalyzed enantioselective cyclopropanation of electron deficient alkenes.
Wang H, Guptill DM, Alvarez AV, Musaev DG, Davies HM. Wang H, et al. Chem Sci. 2013 Jul;4(7):2844-2850. doi: 10.1039/C3SC50425E. Chem Sci. 2013. PMID: 24049630 Free PMC article. - Cu(ii)-mediated direct intramolecular cyclopropanation of distal olefinic acetate: access to cyclopropane-fused γ-lactones.
Wang Y, Shen S, He C, Zhou Y, Zhang K, Rao B, Han T, Su Y, Duan XH, Liu L. Wang Y, et al. Chem Sci. 2023 May 25;14(24):6663-6668. doi: 10.1039/d3sc01752d. eCollection 2023 Jun 21. Chem Sci. 2023. PMID: 37350833 Free PMC article. - Synthesis of Functionalized Cyclopropanes from Carboxylic Acids by a Radical Addition-Polar Cyclization Cascade.
Shu C, Mega RS, Andreassen BJ, Noble A, Aggarwal VK. Shu C, et al. Angew Chem Int Ed Engl. 2018 Nov 19;57(47):15430-15434. doi: 10.1002/anie.201808598. Epub 2018 Oct 25. Angew Chem Int Ed Engl. 2018. PMID: 30204292 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources