Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid

被引:60
|
作者
Yang, Xiaoyu [1 ]
Toste, F. Dean [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
ENANTIOSELECTIVE MICHAEL ADDITION; CARBON QUATERNARY STEREOCENTERS; PHASE-TRANSFER CATALYSIS; CONJUGATE ADDITIONS; 1,3-DICARBONYL COMPOUNDS; ALLYLIC ALKYLATION; ORGANIC-SYNTHESIS; ENOL CATALYSIS; CONSTRUCTION; IMINES;
D O I
10.1039/c5sc04202j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We describe the asymmetric addition of unactivated alpha-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid, generating an all-carbon quaternary stereocenter with broad substrate scope and high enantioselectivity. The products are easily transformed into their corresponding 1,5- and 1,4-ketoaldehyde derivatives, which are both important building blocks in organic synthesis.
引用
收藏
页码:2653 / 2656
页数:4
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