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Short Communication

Silylamination of electrophilic alkynes

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Pages 7-12 | Received 01 Oct 2021, Accepted 26 Nov 2021, Published online: 09 Dec 2021
 

Abstract

The addition of simple silylamines to dialkyl acetylenecarboxylates was investigated yielding both E and Z-silylenamines in contrast to an earlier report. Silylamination was also achieved with propiolates, expanding the scope of the silylamination reactions. The E-silylenamine was found to be the major isomer formed for all reactions yielding silylenamines. Hydrolysis of both E and Z-silylenamines cleanly yields the E-enamine.

GRAPHICAL ABSTRACT

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

Funding for this work was provided by the Natural Sciences and Engineering Research Council of Canada (NSERC) under Grant #2017-06023 and the University of Western Ontario.

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