Asymmetric Total Synthesis of (-)-Vinigrol

被引：35

作者：

Min, Long ^{[1
,2
]}

Lin, Xiaohong ^{[1
,2
]}

Li, Chuang-Chuang ^{[1
,2
]}

机构：

[1] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China

[2] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 40期

关键词：

INTRAMOLECULAR CYCLO-ADDITIONS; 5+2 CYCLOADDITION; RING-CONTRACTION; ENANTIOSELECTIVE SYNTHESIS; VIRGARIA-NIGRA; BETA-LACTONES; VINIGROL; CONSTRUCTION; ALPHA; REARRANGEMENT;

D O I：

10.1021/jacs.9b08983

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new strategy was developed for the asymmetric total synthesis of (-)-vinigrol. The strategy involved a linear sequence of 15 steps from 3-methyl-butanal (14 steps from chloro-dihydrocarvone) and did not need protecting groups. The synthetically challenging 1,5-butanodecahydronaphthalene core was constructed efficiently via a type II intramolecular [5+2] cycloaddition, followed by a unique ring-contraction cascade.

引用

页码：15773 / 15778

页数：6

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