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. 2006 Jan 19;8(2):345-7.
doi: 10.1021/ol052922i.

Expedient synthesis of (+/-)-bipinnatin J

Paul A Roethle  1 , Dirk Trauner
Affiliations

Expedient synthesis of (+/-)-bipinnatin J

Paul A Roethle et al. Org Lett. .

Abstract

[reaction: see text] A nine-step, stereoselective synthesis of bipinnatin J is described, which features a ruthenium-catalyzed Alder-ene reaction, a Stille cross coupling, and an intramolecular Nozaki-Hiyama-Kishi allylation as key steps. The biosynthetic relationship between bipinnatin J and complex polycyclic diterpenes isolated from gorgonian corals is discussed.

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