Insertion of an Alkene into an Ester: Intramolecular Oxyacylation Reaction of Alkenes through Acyl C O Bond Activation

…, VJ Reddy, HHK Nguyen, CJ Douglas

Index: Hoang, Giang T.; Reddy, Venkata Jaganmohan; Nguyen, Huy H. K.; Douglas, Christopher J. Angewandte Chemie - International Edition, 2011 , vol. 50, # 8 p. 1882 - 1884

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Citation Number: 22

Abstract

Giang T. Hoang, Venkata Jaganmohan Reddy, Huy HK Nguyen, and Christopher J. Douglas* β-Alkoxyketones are common intermediates in organic synthesis. An unusual approach to this class of compounds could be the insertion of a C= C bond into an ester, a potentially atom economical process (Scheme 1). This alkene “oxyacylation” could be an alternative to the aldol reaction.[1] Atom economy and ester manipulation, however, are ...