A Noncoordinating Acid-Base Catalyst for the Mild and Nonreversible -Butylation of Alcohols and Phenols.

J Org Chem

Department of Chemical Development, Boehringer-Ingelheim Pharmaceuticals Inc., 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368, United States.

Published: March 2021

A mild and nonreversible -butylation of alcohols and phenols can be achieved in high yields using the noncoordinating acid-base catalyst [bis(trifluoromethane)sulfonimide and 2,6-lutidine] with a -butylation reagent, -butyl 2,2,2-trichloroacetimidate. This method allows the use of substrates containing acid sensitive groups such as ketal, Boc, and boronate esters.

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http://dx.doi.org/10.1021/acs.joc.1c00193DOI Listing

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