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Lewis acid-catalyzed cleavage of carbamate and carbonate resins

✍ Scribed by Wen-Ren Li; Yu-Sheng Lin; Ying-Chih Yo

Book ID: 104210721
Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 178 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01131-x

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✦ Synopsis

A procedure for the preparation of amides and esters on a Merri®eld resin-bound benzyloxycarbonyl equivalent has been developed. Polymer-supported carbamates react cleanly with zinc bromide and the appropriate acyl halide in the presence of triethylamine to provide their corresponding amides in high yields and purities. Cleavage of resin-bound carbonates was carried out using the similar reagent systems in the absence of triethylamine to give acetates or benzoates.

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