Science China Chemistry

Racemic and enantioselective total synthesis of heliespirones A & C

C Huang, WH Zhang, B Liu

Index: Huang, Chong; Zhang, Wenhan; Liu, Bo Science China Chemistry, 2011 , vol. 54, # 1 p. 43 - 55

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Citation Number: 6

Abstract

Abstract An account of the total synthesis of (±)-,(+)-heliespirone A and (±)-,(−)-heliespirone C is presented. In the first-generation total synthesis, we found rac-24a could be easily transformed to rac-heliespirones A & C in a biomimic way. Taking the disappointing diastereoselectivity of prenylation from 3 to 4, the nonselective dihydroxylation from 4 to 5 and the lenthy route in strategy A into account, we designed a different synthetic plan ...