Organic & biomolecular chemistry

Synthesis of fluorescent enone derived α-amino acids

LS Fowler, D Ellis, A Sutherland

Index: Fowler, Lindsay S.; Ellis, David; Sutherland, Andrew Organic and Biomolecular Chemistry, 2009 , vol. 7, # 20 p. 4309 - 4316

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Citation Number: 15

Abstract

The development of a facile and general method for the preparation of enone derived α- amino acids is described. The key step involves a Horner–Wadsworth–Emmons reaction between an aspartic acid derived β-keto phosphonate ester and a range of aldehydes resulting in the formation of highly functionalised α-amino acids in good yields. An efficient two-stage deprotection process using mild conditions was developed to give the parent α- ...