Metal-Free Regiodivergent Addition of Carbon Nucleophiles to α,β-Unsaturated Electrophiles

被引：1

作者：

Spitz, Cedric ^{[1
]}

Giuglio-Tonolo, Alain G. ^{[1
]}

Terme, Thierry ^{[1
]}

Vanelle, Patrice ^{[1
]}

机构：

[1] Aix Marseille Univ, CNRS, ICR UMR 7273, Equipe Pharmacochim Radicalaire,Fac Pharm, 27 Blvd Jean Moulin,CS 30064, F-13385 Marseille 05, France

来源：

MOLECULES | 2017年 / 22卷 / 07期

关键词：

metal-free; regiodivergent; alpha; beta-unsaturated electrophiles; N-TERT-BUTANESULFINYLAMINES; P-NITROBENZYL CHLORIDE; DIASTEREOSELECTIVE SYNTHESIS; ORIGINAL SYNTHESIS; TDAE; ALDEHYDES; MILD;

D O I：

10.3390/molecules22071178

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A mild and metal-free regiodivergent addition of carbon nucleophiles to alpha,beta-unsaturated electrophiles was developed. Total 1,2-regioselectivity was observed in the addition of nitrobenzyl chloride derivative 1 to alpha,beta-unsaturated aldehydes 2 in the presence of TDAE. Moreover, the reaction between p-nitrobenzyl chloride 1a and alpha,beta -unsaturated iminium salts 4 led to the formation of the 1,4-adduct with total regioselectivity.

引用

页数：8

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