Catalytic Asymmetric Thiofunctionalization of Unactivated Alkenes

被引：171

作者：

Denmark, Scott E. ^{[1
]}

Kornfilt, David J. P. ^{[1
]}

Vogler, Thomas ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 39期

基金：

美国国家卫生研究院;

关键词：

ANIONOTROPIC REARRANGEMENTS; SELENIRANIUM IONS; ORGANIC-SYNTHESIS; THIIRANIUM; ALDEHYDES; SELECTIVITY; REACTIVITY;

D O I：

10.1021/ja2064395

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalytic asymmetric sulfenylation of double bonds has been achieved using a BINAM-based phosphoramide catalyst and an electrophilic sulfur source. Simple alkenes as well as styrenes afforded sulfenylated tetrahydrofurans and tetrahydropyrans by closure with pendant hydroxyl or carboxyl groups. Intermolecular thiofunctionalizations were also achieved with simple alcohols or carboxylic acids as the nucleophiles.

引用

页码：15308 / 15311

页数：4

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