Development of Bicyclo[3.3.0]octadiene-or Dicyclopentadiene-Based Chiral Diene Ligands for Transition-Metal-Catalyzed Reactions

被引：133

作者：

Feng, Chen-Guo ^{[1
]}

Xu, Ming-Hua ^{[1
,2
]}

Lin, Guo-Qiang ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China

来源：

SYNLETT | 2011年 / 10期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; diene complexes; Michael additions; cross-coupling; rhodium; ENANTIOSELECTIVE CONJUGATE ADDITION; HIGHLY EFFICIENT LIGANDS; ASYMMETRIC 1,4-ADDITION; ARYLBORONIC ACIDS; N-TOSYLARYLIMINES; ORGANOBORONIC ACIDS; BORONIC ACIDS; ARYLATIVE CYCLIZATION; DIALKYLZINC REAGENTS; PALLADIUM COMPLEXES;

D O I：

10.1055/s-0030-1260572

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This account summarizes our efforts on the design, synthesis, and application of two classes of chiral diene ligands bearing bicyclo[3.3.0] octadiene or dicyclopentadiene skeletons. These chiral diene ligands can be readily prepared from inexpensive commercial materials with enzymatic resolution as the key synthetic step. The ligands have been successfully applied in some rhodium-catalyzed reactions, including 1,4-addition to alpha, beta-unsaturated carbonyl compounds, arylation of imines, and conjugate addition to nitroalkenes. In addition, they have been used in the first successful palladium-diene-catalyzed asymmetric reaction.

引用

页码：1345 / 1356

页数：12

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