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

doi:10.1021/acs.orglett.9b01735

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

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

18 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 language	English
Pages (from-to)	5471-5474
Number of pages	4
Journal	Organic Letters
Volume	21
Issue number	14
DOIs	https://doi.org/10.1021/acs.orglett.9b01735
State	Published - 5 Jul 2019

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Copyright © 2019 American Chemical Society.

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title = "Total Synthesis of Hoiamide A Using an Evans-Tishchenko Reaction as a Key Step",

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.",

author = "Yian Guo and Jingjing Zhou and Bowen Gao and Meng Zhao and Yan, \{Jia Lei\} and Zhengshuang Xu and Sun Choi and Tao Ye",

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AU - Guo, Yian

AU - Zhou, Jingjing

AU - Gao, Bowen

AU - Zhao, Meng

AU - Yan, Jia Lei

AU - Xu, Zhengshuang

AU - Choi, Sun

AU - Ye, Tao

PY - 2019/7/5

Y1 - 2019/7/5

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85069883514

U2 - 10.1021/acs.orglett.9b01735

DO - 10.1021/acs.orglett.9b01735

M3 - Article

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SN - 1523-7060

VL - 21

SP - 5471

EP - 5474

JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

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

Abstract

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