Topic
Total synthesis
About: Total synthesis is a research topic. Over the lifetime, 25578 publications have been published within this topic receiving 489319 citations.
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TL;DR: A convergent enantioselective synthesis of the natural product (-)-callystatin A is described, using a lipase-mediated kinetic resolution to install the C5 lactone stereochemistry and a hydrozirconation-based approach to the C8-C9 trisubstituted (Z)-olefin.
102 citations
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TL;DR: Apratoxin A, a cyclodepsipeptide isolated from cyanobacterial Lyngbya spp, has been synthesized using an intramolecular Staudinger reduction/aza-Wittig process for the late-stage installation of the sensitive 2,4-disubstituted thiazoline moiety.
Abstract: Apratoxin A, a cyclodepsipeptide isolated from cyanobacterial Lyngbya spp, has been synthesized. The total synthesis features stereocontrolled access to the novel polyketide and the late-stage installation of the sensitive 2,4-disubstituted thiazoline moiety using an intramolecular Staudinger reduction/aza-Wittig process.
102 citations
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TL;DR: The synthesis features three oxidative reactions as key steps in a biomimetic manner, involving an AgOAc-mediated oxidative coupling reaction to construct the pyrrole core, a Pb(OAc)(4)-induced oxidative cyclization to form the lactone, and Kita's oxidation reaction to formThe pyr role-arene C-C bond.
101 citations
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101 citations