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Synlett 2003(7): 0991-0992
DOI: 10.1055/s-2003-39309
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Removal of Acyl Protecting Groups Using Solid NaOH and a Phase Transfer Catalyst

R. David Crouch*, Jennifer S. Burger, Karolina A. Zietek, Amy B. Cadwallader, James E. Bedison, Magda M. Smielewska
Department of Chemistry, Dickinson College, Box 1773, Carlisle, PA 17013-2896, USA
Fax: +1(717)2451995; e-Mail: crouch@dickinson.edu;
Further Information

Publication History

Received 24 March 2003
Publication Date:
20 May 2003 (online)

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Abstract

Acetyl-, benzoyl- and pivoyl-protected alcohols and phenols undergo smooth deacylation in a two-phase system of powdered NaOH and Bu4NHSO4 in THF or CH2Cl2.

Key words

protecting groups - alcohols - phase-transfer catalysis - acyl groups - deprotection

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