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

页码：416 / 420

页数：5

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