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Synthesis of (+)- and (-)-phaselic acid

Author:
Zeller, Wayne E.
Source:
Synthetic communications 2013 v.43 no.10 pp. 1345
ISSN:
0039-7911
Subject:
anhydrides, caffeic acid, enantiomers, malic acid
Abstract:
The syntheses of both enantiomers of phaselic acid (2-O-caffeoylmalate) are described. The previously unreported acetate-protected caffeic acid anhydride was used with appropriately protected malic acid derivatives as coupling partners to provide fully protected phaselic acid. Sequential unmasking of the protecting groups afforded phaselic acid in an acceptable overall yield.
Agid:
56934
Handle:
10113/56934