Stereoselective total synthesis of 4-ketoclonostachydiol

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Abstract

An efficient stereoselective total synthesis of the bioactive 14-membered natural macrocyclic bislactone 4-ketoclonostachydiol is described. The strategy involves a Jacobsen's hydrolytic kinetic resolution (HKR), epoxide opening, MacMillan α-hydroxylation, Horner-Wadsworth-Emmons olefination, a Grignard reaction, and Hoveyda-Grubbs-II-catalyzed ring-closing metathesis (RCM) as key steps. © 2013 Verlag Helvetica Chimica Acta AG, Zürich.

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Rajaram, S., Ramulu, U., Ramesh, D., Prabhakar, P., & Venkateswarlu, Y. (2013). Stereoselective total synthesis of 4-ketoclonostachydiol. Helvetica Chimica Acta, 96(11), 2115–2123. https://doi.org/10.1002/hlca.201200631

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