Catechol and substituted catechol-derived ortho esters, models for protected active esters in peptide synthesis

…, RL Trottier, TW Napier, DS Kemp

Index: Vellaccio, Frank; Phelan, John M.; Trottier, Robert L.; Napier, Thomas W.; Kemp, D.S. Journal of Organic Chemistry, 1981 , vol. 46, # 15 p. 3087 - 3091

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Citation Number: 6

Abstract

The first of these issues is the major subject of this paper. To resolve it we investigated the preparation of catechol and substituted catechol-derived ortho esters. We found the transketalization reaction between catechol and triethyl orthoacetate reported by Gross and Rusche in 19M4 to be a general reaction that works satisfactorily for a variety of 1, Bdihydroxyphenyl systems. Thus, the reaction between triethyl orthoacetate and 4- ...