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

页码：11250 / 11253

页数：4

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