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Synthesis 2016; 48(07): 1011-1018
DOI: 10.1055/s-0035-1560399
DOI: 10.1055/s-0035-1560399
paper
Intermolecular Hydroalkoxylation of N-Allenyl Sulfonamides with Oximes Catalyzed by Cationic Gold(I) Salts
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.
Key words
hydroalkoxylation - N-allenyl sulfonamides - oximes - gold(I) catalysis - E-enesulfonamidesSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1560399.
- Supporting Information
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For selected reviews on the use of imines in organic synthesis, see:
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