Enantioselective 1,6-Addition of β-Ketoester Enolates to In Situ Generated para-Quinone Methides Enabled by Cooperative Palladium and Bronsted Acid Catalysis

被引：6
|
作者：
Gaertner, Cornelius, V [1 ]
Schneider, Christoph [1 ]
机构：
[1] Univ Leipzig, Inst Organ Chem, D-04103 Leipzig, Germany
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 02期
关键词：
ASYMMETRIC ADDITION; 1,3-DICARBONYL COMPOUNDS; MICHAEL REACTION; FLUORINATION; COMPLEXES; IMINES;
D O I：
10.1021/acs.orglett.2c04127
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report herein an asymmetric cooperative process for the enantioselective 1,6-addition of fi-ketoesters to in situ generated para-quinone methides with chiral Pd-aqua complexes as mixed Bronsted acid-base catalysts. Excellent yields, outstanding enantiocontrol, and good diastereoselectivity across a broad substrate range are highlights of this transformation. The utility of this reaction is further demonstrated by a facile scale up and subsequent complexity-increasing modifications. '
引用
收藏
页码：416 / 420
页数：5
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