Studies toward the Total Synthesis of Caribbean Ciguatoxin C-CTX-1: Synthesis of the LMN-Ring Fragment through Reductive Olefin Cross-Coupling

被引：13

作者：

Sasaki, Makoto ^{[1
]}

Iwasaki, Kotaro ^{[1
]}

Arai, Keisuke ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Life Sci, Aoba Ku, 2-1-1 Katahira, Sendai, Miyagi 9808577, Japan

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 22期

关键词：

CONCISE TOTAL-SYNTHESIS; ORGANOSELENIUM CHEMISTRY; HOMOALLYLIC ALCOHOLS; EFFICIENT; CIGUATERA; ACETALS; CONSTRUCTION; MODEL; FISH; TPAP;

D O I：

10.1021/acs.orglett.8b03102

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of the LMN-ring fragment of Caribbean ciguatoxin C-CTX-1, the principal causative toxin for ciguatera fish poisoning around the Caribbean Sea areas, is described. The key feature of the synthesis is the stereoselective introduction of an angular methyl group on the sterically encumbered seven-membered M-ring by the application of a hydrogen atom transfer-based reductive olefin coupling.

引用

页码：7163 / 7166

页数：4

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