Cu-catalyzed regio- and stereoselective sulfonylation of multi-substituted allenes

被引:4
|
作者
Arai, Shigeru [1 ,2 ]
Matsumoto, Koki [1 ]
Nishida, Atsushi [1 ,2 ]
机构
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 1-8-1 Inohana, Chiba 2608675, Japan
[2] Chiba Univ, Mol Chiral Res Ctr, Inage Ku, 1-33 Yayoi Cho, Chiba 2638522, Japan
基金
日本学术振兴会;
关键词
Allenes; Cu; Catalysis; Regioselective; Stereoselective; DIRECT OXYSULFONYLATION; ALKENES; HYDROCYANATION; SULFONYLHYDRAZIDES; DIOXYGEN; ALKYNES;
D O I
10.1016/j.tet.2018.12.031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regio- and stereoselective sulfonylation of allenes under Cu catalysis is described. Allenyl sp carbons exclusively react with TsCN to give the corresponding alkenyl sulfones. The reaction is initiated by addition of tosyl radical to form benzyl radical intermediates, which determines the reaction pathway. The structure of the products is highly dependent on the substituents on allenes. (C) 2018 Published by Elsevier Ltd.
引用
收藏
页码:1145 / 1148
页数:4
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