Organocatalytic Asymmetric Vinylogous α-Ketol Rearrangement: Enantioselective Construction of Chiral All-Carbon Quaternary Stereocenters in Spirocyclic Diketones via Semipinacol-Type 1,2-Carbon Migration

被引：142
作者：
Zhang, En
Fan, Chun-An
Tu, Yong-Qiang [1 ]
Zhang, Fu-Min
Song, Yan-Lin
机构：
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 41期
关键词：
ALLYLIC ALCOHOLS; CATALYSIS;
D O I：
10.1021/ja906291n
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The catalytic enantioselective synthesis of all-carbon quaternary stereogenic centers in spirocyclic diketones has been achieved for the first time by an unprecedented asymmetric vinylogous alpha-ketol rearrangement in which an enantiocontrotled semipinacol-type 1,2-carbon migration was realized using multifunctional cinchona-modified primary amine catalysis.
引用
收藏
页码：14626 / +
页数：3
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