Synthesis 2015; 47(17): 2529-2537
DOI: 10.1055/s-0034-1380522
special topic
© Georg Thieme Verlag Stuttgart · New York

Reactions of Sulfonium Salts with 2,3-Dioxopyrrolidine Derivatives: A Concise Synthesis of Spirocyclopropane

Shuang Zhang
a  State Key Laboratory of Applied Organic Chemistry, and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. of China   Email: xupf@lzu.edu.cn
,
Xiu-Qin Hu
a  State Key Laboratory of Applied Organic Chemistry, and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. of China   Email: xupf@lzu.edu.cn
,
Zhu-Yin Wang
b  College of Mechanics and Materials, Hohai University, Nanjing 210098, P. R. of China
,
Peng-Fei Xu*
a  State Key Laboratory of Applied Organic Chemistry, and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. of China   Email: xupf@lzu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 07 February 2015

Accepted after revision: 11 March 2015

Publication Date:
19 May 2015 (online)

Abstract

An efficient base-promoted spirocyclopropanation of 2,3-dioxopyrrolidine derivatives with sulfonium salts is described. This reaction enables a novel concise access to polysubstituted spirocyclopropane derivatives in good yields and with a trans/cis ratio of up to >20:1 under mild conditions.

Supporting Information

 
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