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Synthesis 2009(8): 1386-1392
DOI: 10.1055/s-0028-1087993
DOI: 10.1055/s-0028-1087993
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkStereoselective Total Syntheses of Leiocarpin A and (-)-Galantinic Acid Starting from d-Mannitol
Further Information
Received
3 December 2008
Publication Date:
06 March 2009 (online)
Publication History
Publication Date:
06 March 2009 (online)
Abstract
Stereoselective total syntheses of leiocarpin A and (-)-galantinic acid, starting from d-mannitol as a chiral synthon, are described. The key steps involve stereoselective allylations, a Grignard reaction to control the required stereogenic centers, and ring-closing metathesis followed by intramolecular Michael addition.
Key words
d-mannitol - allylation - Grignard reaction - ring-closing metathesis - Michael addition
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