4.6 Article

A simple and efficient approach to 1,3-polyols: Application to the synthesis of cryptocarya diacetate

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 12, Issue 5, Pages 1397-1402

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200501029

Keywords

asymmetric synthesis; hydrolytic kinetic resolution; lactones; polyols; ring-closing metathesis

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A highly enantio- and stereoselective synthetic strategy for both synand anti-1,3-polyols has been developed. The sequence involves iterative Jacobsen's hydrolytic kinetic resolution (HKR), diastereoselective iodine-induced electrophilic cyclization, and ring-closing metathesis (RCM). This protocol has subsequently been utilized for the synthesis of cryptocarya diacetate, a natural product with broad range of biological activity.

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