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Synthesis of (+)- and (-)-monanchorin.


ABSTRACT: The optically pure epoxy acetal was converted to the protected guanidino alcohol by reaction with NaN(3) in DMF, hydrogenation of the azide, and reaction of the amine with MeSC(NBoc)NHBoc, AgNO(3), and Et(3)N. Treatment of the protected guanidino alcohol with 9:1 CDCl(3)/TFA afforded monanchorin, whose absolute stereochemistry was assigned as shown.

SUBMITTER: Yu M 

PROVIDER: S-EPMC2661423 | biostudies-literature | 2009 Feb

REPOSITORIES: biostudies-literature