Total Synthesis of Hoiamide A Using an Evans-Tishchenko Reaction as a Key Step

Yian Guo, Jingjing Zhou, Bowen Gao, Meng Zhao, Jia Lei Yan, Zhengshuang Xu, Sun Choi, Tao Ye

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

The first total synthesis of neurotoxic cyclodepsipeptide hoiamide A (1) has been accomplished. The synthesis features the use of an Evans-Tishchenko fragment coupling between a five-stereogenic-center-containing β-hydroxyketone and a chiral aldehyde derived from threonine.

Original languageEnglish
Pages (from-to)5471-5474
Number of pages4
JournalOrganic Letters
Volume21
Issue number14
DOIs
StatePublished - 5 Jul 2019

Bibliographical note

Funding Information:
We acknowledge financial support from the Shenzhen Peacock Plan (KQTD2015071714043444); the NSFC (21772009), (21272011); the SZSTIC (JCYJ20160527100424909), (JSGG20170414114147358); the GDNSF (2014B030301003); China Postdoctoral Science Foundation (2018M641059 to Y.G.); MSIT via NRF (NRF-2017R1A2B4010084, 2018R1A5A2025286; 2018M3A9A7057263); and Peng Cheng Scholar (to S.C.). This work was also inspired by the international and interdisciplinary environments of the JSPS Asian CORE Program, “Asian Chemical Biology Initiative.

Publisher Copyright:
Copyright © 2019 American Chemical Society.

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