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Stereoselective total synthesis of (−)-cleistenolide
Authors:Dokuburra Chanti BabuJondoss Jon Paul Selavam  Dorigondla Kumar ReddyVanam Shekhar  Yenamandra Venkateswarlu
Affiliation:Natural Products Laboratory, Organic Chemistry Division-I, Indian Institute of Chemical Technology [IICT], Hyderabad 500 007, Andhra Pradesh, India
Abstract:A stereoselective total synthesis of (−)-cleistenolide (1) derived from d-(−)-isoascorbic acid has been described. The new synthetic strategy involves highly diastereoselective reduction, one-pot protection of required benzoyl, acetyl groups, and the RCM reaction by using Grubbs catalyst are the key steps with considerable yields.
Keywords:(&minus  )-Cleistenolide   Cleistochlamys kirkii     smallcaps"  >d-(&minus  )-Isoascorbic acid   K-Selectride   Oxa-Micheal addition   Grubbs RCM
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