Rhodium-Catalyzed Asymmetric 1,4-Addition of Aryl Alanes to Trisubstituted Enones: Binap as an Effective Ligand in the Formation of Quaternary Stereocenters

被引：69

作者：

Hawner, Christine ^{[2
]}

Mueller, Daniel ^{[2
]}

Gremaud, Ludovic ^{[2
]}

Felouat, Abdellah ^{[2
]}

Woodward, Simon ^{[1
]}

Alexakis, Alexandre ^{[2
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 42期

基金：

英国工程与自然科学研究理事会;

关键词：

aryl alanes; asymmetric catalysis; Michael addition; quaternary stereocenters; rhodium; CONJUGATE ADDITION; ENANTIOSELECTIVE CONSTRUCTION; ALKENYLBORONIC ACIDS; STEREOGENIC CENTERS; ALUMINUM REAGENTS; GRIGNARD-REAGENTS; ALPHA; ALKYL;

D O I：

10.1002/anie.201003300

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

All for one and 1,4-all: Readily available aryl alanes are used in the rhodium-catalyzed asymmetric conjugate addition reaction with a variety of cyclic and acyclic enones. The enhanced reactivity of the system allows the use of the common binap ligand for the generation of quaternary benzylic stereocenters in excellent enantioselectivity (see scheme). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7769 / 7772

页数：4

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