Synthesis 2016; 48(07): 1011-1018
DOI: 10.1055/s-0035-1560399
paper
© Georg Thieme Verlag Stuttgart · New York

Intermolecular Hydroalkoxylation of N-Allenyl Sulfonamides with Oximes Catalyzed by Cationic Gold(I) Salts

Ting Ma
College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China   Email: 21900126@swun.cn   Email: 21900003@swun.cn
,
Honghe Li
College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China   Email: 21900126@swun.cn   Email: 21900003@swun.cn
,
Chenyang Sun
College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China   Email: 21900126@swun.cn   Email: 21900003@swun.cn
,
Xiaoxiao Li*
College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China   Email: 21900126@swun.cn   Email: 21900003@swun.cn
,
Zhigang Zhao*
College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, P. R. of China   Email: 21900126@swun.cn   Email: 21900003@swun.cn
› Author Affiliations
Further Information

Publication History

Received: 10 November 2015

Accepted after revision: 30 December 2015

Publication Date:
19 January 2016 (online)


Abstract

Intermolecular hydroalkoxylation of N-allenyl sulfonamides with oximes is achieved under mild gold(I)-catalyzed conditions delivering allyloximino E-enesulfonamides stereoselectively in moderate to high yields. The products contain two important functionalities, imines and enesulfonamides, within one framework containing an oxygen bridge, and the reaction is made possible via a convenient method for conjugated N-sulfonyliminium formation.

Supporting Information

 
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