A biomimetic strategy to access the silybins: total synthesis of (-)-isosilybin A.

Org Lett

Dept. of Chemistry, Dept. of Pharmacology, Center for Molecular Innovation and Drug Discovery, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, United States.

Published: January 2015

We report the first asymmetric, total synthesis of (-)-isosilybin A. A late-stage catalytic biomimetic cyclization of a highly functionalized chalcone is employed to form the characteristic benzopyranone ring. A robust and flexible approach to this chalcone provides an entry to the preparation of the entire isomeric family of silybin natural products.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4284651PMC
http://dx.doi.org/10.1021/ol503303wDOI Listing

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