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RESEARCH ARTICLE
Contents Vol 69(10)

tert-Butyldimethylsilyl Amine (TBDMS-NH2): A Mild and Green Reagent for the Protection of Benzyl Alcohols, Phenols, and Carboxylic Acids under Solvent-Free Conditions

Jeremy A. Duczynski A , Rebecca Fuller A B and Scott G. Stewart A B
+ Author Affiliations
- Author Affiliations

A School of Chemistry and Biochemistry, The University of Western Australia (M310), 35 Stirling Highway, Crawley, WA 6009, Australia.

B Corresponding authors. Email: rebecca.fuller@uwa.edu.au; scott.stewart@uwa.edu.au

Australian Journal of Chemistry 69(10) 1172-1179 https://doi.org/10.1071/CH16097
Submitted: 19 February 2016  Accepted: 12 April 2016   Published: 11 May 2016

Abstract

Herein, we present the use of the tert-butyldimethylsilyl amine (TBDMS-NH2) as a silylating reagent for phenols, benzyl alcohols, and carboxylic acids. Unlike other silyl protection reactions, this reported process with TBDMS-NH2 does not involve the formation of HCl. Importantly, we report the efficacy of this reagent in operating under solvent-free conditions and enabling short reaction times.


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