Enantioselective S-H Insertion Reactions of α-Carbonyl Sulfoxonium Ylides

被引：58

作者：

Momo, Patricia B. ^{[1
]}

Leveille, Alexandria N. ^{[2
]}

Farrar, Elliot H. E. ^{[3
]}

Grayson, Matthew N. ^{[3
]}

Mattson, Anita E. ^{[2
]}

Burtoloso, Antonio C. B. ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Chem Sao Carlos, BR-13560970 Sao Carlos, SP, Brazil

[2] Worcester Polytech Inst, Dept Chem & Biochem, 100 Inst Rd, Worcester, MA 01609 USA

[3] Univ Bath, Dept Chem, Claverton Down, Bath BA2 7AY, Avon, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2020年 / 59卷 / 36期

基金：

巴西圣保罗研究基金会; 美国国家卫生研究院; 英国工程与自然科学研究理事会;

关键词：

aryl thiol; enantioselectivity; organocatalysis; S-H insertion; sulfoxonium ylide; BOND DONORS; ORGANOCATALYSTS; CATALYSIS; SILANEDIOLS; DESIGN;

D O I：

10.1002/anie.202005563

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first example of enantioselective S-H insertion reactions of sulfoxonium ylides is reported. Under the influence of thiourea catalysis, excellent levels of enantiocontrol (up to 95 % ee) and yields (up to 97 %) are achieved for 31 examples in S-H insertion reactions of aryl thiols and alpha-carbonyl sulfoxonium ylides.

引用

页码：15554 / 15559

页数：6

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