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
收藏
页码：15773 / 15778
页数：6
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