Document Detail


Enantiopure Synthesis of Side Chain Modified alpha-Amino Acids and 5-cis-Alkyl Prolines.
MedLine Citation:
PMID:  22616793     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
A short, concise synthesis of enantiopure, side chain-modified a-amino acids such as 4-oxo-L-norvaline, 6-oxo-L-homonorleucine, 5-cis-alkyl prolines is described. Knoevenagel condensation of L-aminocarboxylate-derived b-ketoesters with aldehydes followed by reductive decarboxylation results unnatural a-amino acids in good yield. A fluorescent amino acid is synthesized using a similar protocol. These studies show that aminocarboxylate-derived b-ketoesters are very useful intermediates and the method employed is both general and practical for the preparation of γ(δ)-oxo a-amino acids and alkylprolines.
Authors:
Amar Mohite; Ramakrishna G Bhat
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-5-22
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  -     ISSN:  1520-6904     ISO Abbreviation:  -     Publication Date:  2012 May 
Date Detail:
Created Date:  2012-5-23     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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