4.8 Article

Unified Total Syntheses of (-)-Medicarpin, (-)-Sophoracarpan A, and (±)-Kushecarpin A with Some Structural Revisions

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 6, Pages 1864-1867

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201408910

Keywords

benzopyran acetal; diastereoselective diels-alder; oxidative dearomatization; pterocarpan; quinone methide

Funding

  1. National Science Foundation [CHE-0806356]

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The total syntheses of medicarpin, sophoracarpanA, and kushecarpinA from a common intermediate are achieved by using ortho- and para-quinone methide chemistry. Additionally, the relative stereochemistry of sophoracarpanA and B have been reassigned.

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