Enantioselective Copper-Catalyzed Arylation-Driven Semipinacol Rearrangement of Tertiary Allylic Alcohols with Diaryliodonium Salts

被引：80

作者：

Lukamto, Daniel H. ^{[1
]}

Gaunt, Matthew J. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Lensfield Rd, Cambridge CB2 1EW, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2017年 / 139卷 / 27期

基金：

英国工程与自然科学研究理事会;

关键词：

RING EXPANSION; ALPHA-ARYLATION; CONSTRUCTION; STRATEGY; STEREOCENTERS; DERIVATIVES; PLUMERICIN; ALLAMANDIN; ALLAMCIN; EPOXIDES;

D O I：

10.1021/jacs.7b05340

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A copper-catalyzed enantioselective arylative semipinacol rearrangement of allylic alcohols using diaryliodonium salts is reported. Chiral Cu(II)-bisoxazoline catalysts initiate an electrophilic alkene arylation, triggering a 1,2-alkyl migration to afford a range of nonracemic spirocyclic ketones with high yields, diastereo- and enantioselectivities.

引用

页码：9160 / 9163

页数：4

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