Chemoenzymatic Synthesis and Application of Bicyclo[2.2.2]octadiene Ligands: Increased Efficiency in Rhodium-Catalyzed Asymmetric Conjugate Additions by Electronic Tuning

被引：130

作者：

Luo, Yunfei ^{[1
]}

Carnell, Andrew J. ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 15期

基金：

英国工程与自然科学研究理事会;

关键词：

asymmetric catalysis; chemoenzymatic synthesis; chiral dienes; conjugate addition; rhodium; CHIRAL DIENE LIGANDS; ARYLBORONIC ACIDS; HIGH-PERFORMANCE; ARYLATIVE CYCLIZATION; N-TOSYLARYLIMINES; STEERING LIGANDS; OLEFIN LIGANDS; BORONIC ACIDS; 1,4-ADDITION; ORGANOBORON;

D O I：

10.1002/anie.200907033

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) On your bi(cycle)kel A series of 1,4dimethyl bicyclic [2.2.2] diene ligands with tunable substitution at the bridge positions was accessed using a lipase resolution and a high yielding six step sequence (see scheme). The bridgehead methyl groups improve efficiency allowing less aryl boronic acid to be used in the title reaction. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2750 / 2754

页数：5

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