Journal
TETRAHEDRON LETTERS
Volume 42, Issue 19, Pages 3319-3321Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(01)00459-2
Keywords
allyglycine; homoallylglycine; Weinreb amide; aspartic acid; glutamic acid
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A new method for the synthesis of N-protected allyl- and homoallylglycines was developed from aspartic and glutamic acid derivatives. The carboxylic side-chains of aspartic and glutamic derivatives was first transformed into the Weinreb amide by coupling with N,O-dimethylhydroxylamine and then reduced into the corresponding aldehyde. The latter could react with methyl-triphenylphosphonium bromide to yield the title compounds with 50% total yield. (C) 2001 Elsevier Science Ltd. All rights reserved.
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