Rhodium-Catalyzed Asymmetric 1,4-Addition of α,β-Unsaturated Imino Esters Using Chiral Bicyclic Bridgehead Phosphoramidite Ligands

被引：51
|
作者：
Lee, Ansoo [1 ]
Kim, Hyunwoo [1 ,2 ]
机构：
[1] Korea Adv Inst Sci & Technol, Dept Chem, Taejon 34141, South Korea
[2] Inst for Basic Sci Korea, Ctr Nanomat & Chem React, Taejon 34141, South Korea
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 35期
关键词：
PHOSPHINE-OLEFIN LIGANDS; BIS-SULFOXIDE LIGAND; ARYLBORONIC ACIDS; CONJUGATE ADDITION; ENANTIOSELECTIVE SYNTHESIS; BORONIC ACIDS; ALKENYLBORONIC ACIDS; DIENE LIGANDS; DIELS-ALDER; ARYLATION;
D O I：
10.1021/jacs.5b07034
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A chiral bicyclic bridgehead phosphoramidite (briphos) prepared from 1-aminoindane is a highly efficient and selective ligand for rhodium(I)-catalyzed asymmetric 1,4-addition of arylboronic acids to alpha,beta-unsaturated N,N-dimethyl-sulfamoyl imino esters at ambient temperature. This transformation provides a new class of chiral (Z)-gamma,gamma-diaryl-alpha,beta-dehydroamino esters with excellent yield and enantioselectivity.
引用
收藏
页码：11250 / 11253
页数：4
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