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First stereoselective total synthesis and reconfirmation of absolute structure of nonenolide (−)-stagonolide D

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Abstract The first stereoselective total synthesis of nonenolide (−)-stagonolide D has been accomplished. Midland Alpine borane reduction to install hydroxyl group at C4, Henbest epoxidation to introduce epoxide stereoselectively between… Click to show full abstract

Abstract The first stereoselective total synthesis of nonenolide (−)-stagonolide D has been accomplished. Midland Alpine borane reduction to install hydroxyl group at C4, Henbest epoxidation to introduce epoxide stereoselectively between C7 and C8, Yamaguchi esterification and Olefin metathesis reaction are the key steps involved in the total synthesis.

Keywords: nonenolide stagonolide; stereoselective total; total synthesis; first stereoselective; synthesis

Journal Title: Tetrahedron Letters
Year Published: 2017

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