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

Author:
Guo, Yian, Zhou, Jingjing, Gao, Bowen, Zhao, Meng, Yan, Jia-Lei, Xu, Zhengshuang, Choi, Sun, Ye, Tao
Source:
Organic letters 2019 v.21 no.14 pp. 5471-5474
ISSN:
1523-7052
Subject:
aldehydes, chemical reactions, chemical structure, neurotoxicity, threonine
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.
Agid:
6539283