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Synthesis 2009(18): 3157-3161
DOI: 10.1055/s-0029-1216938
DOI: 10.1055/s-0029-1216938
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Total Synthesis of Xestodecalactone C from l-Malic Acid
Further Information
Publication History
Received
19 December 2008
Publication Date:
14 August 2009 (online)


Abstract
An efficient total synthesis of the ten-membered macrolide, xestodecalactone C is described. The synthetic sequence uses Barbier-allylation, LiAlH4/LiI-mediated syn-stereoselective 1,3-asymmetric reduction, and intramolecular Friedel-Crafts acylation as key steps.
Key words
xestodecalactone C - Barbier allylation - stereoselective reduction - intramolecular Friedel-Crafts acylation