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
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
收藏
页码:15554 / 15559
页数:6
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