PALLADIUM(II)-ASSISTED DIALKYLATION AND ALKYLATION ACYLATION OF OPTICALLY-ACTIVE ENE CARBAMATES VIA TRIALKYLORGANOSTANNANE CROSS-COUPLING AND CARBONYLATIVE COUPLING PROCESSES

被引：22

作者：

MASTERS, JJ ^{[1
]}

HEGEDUS, LS ^{[1
]}

TAMARIZ, J ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 19期

关键词：

D O I：

10.1021/jo00019a038

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkylation of benzyl vinyl carbamate and propene with the anions of diethyl methylmalonate or dimethyl malonate in the presence of palladium (II) chloride, followed by cross-coupling or carbonylative cross-coupling with organostannanes, effected an overall dialkylation or alkylation/acylation of the monoolefin substrate. Complete control of stereochemistry in this palladium(II)-assisted reaction was observed using optically active ene carbamates affording beta-amino-unsaturated keto esters in good chemical yields and excellent optical purity.

引用

页码：5666 / 5671

页数：6

共 23 条

[1] FUNCTIONALLY SUBSTITUTED ORGANOTIN COMPOUNDS .1. PREPARATION AND HYDROSTANNATION OF STANNYLATED ALLYLIC ALCOHOLS AND RELATED-COMPOUNDS [J].