Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles

Trichloroacetimidates are useful reagents for the synthesis of esters under mild conditions that do not require an exogenous promoter. These conditions avoid the undesired decomposition of substrates with sensitive functional groups that are often observed with the use of strong Lewis or Brønsted ac...

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Bibliographic Details
Published in:	Journal of organic chemistry Vol. 84; no. 12; pp. 7871 - 7882
Main Authors:	Mahajani, Nivedita S, Meador, Rowan I. L, Smith, Tomas J, Canarelli, Sarah E, Adhikari, Arijit A, Shah, Jigisha P, Russo, Christopher M, Wallach, Daniel R, Howard, Kyle T, Millimaci, Alexandra M, Chisholm, John D
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 21-06-2019
Online Access:	Get full text
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Summary:	Trichloroacetimidates are useful reagents for the synthesis of esters under mild conditions that do not require an exogenous promoter. These conditions avoid the undesired decomposition of substrates with sensitive functional groups that are often observed with the use of strong Lewis or Brønsted acids. With heating, these reactions have been extended to benzyl esters without electron-donating groups. These inexpensive and convenient methods should find application in the formation of esters in complex substrates.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0022-3263 1520-6904
DOI:	10.1021/acs.joc.9b00745