Cooperative Organocatalysis for the Asymmetric γ Alkylation of α-Branched Enals

被引：196

作者：

Bergonzini, Giulia ^{[2
]}

Vera, Silvia ^{[2
]}

Melchiorre, Paolo ^{[1
,2
]}

机构：

[1] Passeig Lluis Co 23, ICREA, Barcelona 08010, Spain

[2] ICIQ Inst Chem Res Catalonia, Tarragona 43007, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 50期

关键词：

alkylation; asymmetric catalysis; dienamines; organocatalysis; vinylogous reaction; CATALYSIS; ALDEHYDES; ANNULATION;

D O I：

10.1002/anie.201004761

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

α Branched leads to γ: The direct and enantioselective γ alkylation of α-substituted α,β-unsaturated aldehydes under dienamine catalysis has been achieved. A cooperative catalysis system that involves dienamine activation of α-branched enals and chiral Brønsted acid catalysis promotes an SN1-alkylation pathway while ensuring complete γ-site selectivity and high stereocontrol (see scheme; Bn=benzyl). Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9685 / 9688

页数：4

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