Enantioselective Synthesis of (+)-Agelasidine A Using Thio-Claisen Rearrangement

被引：0

作者：

Ichikawa, Yoshiyasu ^{[1
]}

Ochi, Rika ^{[1
]}

Masuda, Toshiya ^{[2
]}

机构：

[1] Kochi Univ, Fac Sci, Akebono, Kochi 7808520, Japan

[2] Osaka City Univ, Grad Sch Human Life Sci, Osaka 5588585, Japan

来源：

SYNTHESIS-STUTTGART | 2022年 / 54卷 / 19期

关键词：

agelasidine A; marine natural product; chirality transfer; thio-Claisen rearrangement; ASYMMETRIC-SYNTHESIS; DITHIOCARBONATE REARRANGEMENT; BIOMIMETIC SYNTHESIS; ALLYL XANTHATE; ALCOHOL;

D O I：

10.1055/s-0040-1719933

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective synthesis of the marine natural product (+)-agelasidine A has been achieved by taking advantage of [1,3]-chirality transfer from enantiomerically enriched alpha-silyl farnesol through a key thio-Claisen rearrangement. The optical rotation of the hydrochloride salt of the synthetic substance confirmed that natural (+)-agelasidine A has the S-configuration at its C-10 stereogenic center.

引用

页码：4347 / 4352

页数：6

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