Studies towards simalikalactone D and quassimarin: Construction of an advanced pentacyclic intermediate

TKM Shing, XY Zhu, YY Yeung

Index: Shing, Tony K. M.; Zhu, Xue Y.; Yeung, Yeung Y. Chemistry - A European Journal, 2003 , vol. 9, # 22 p. 5489 - 5500

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Citation Number: 19

Abstract

Abstract An advanced pentacyclic intermediate, amenable to further elaboration into the target molecules simalikalactone D and quassimarin, has been synthesized from (S)-(+)- carvone in 21 steps and with an overall yield of 12%. The synthesis is efficient, stereocontrolled, enantiospecific, and chirality productive, creating eight new chiral centres in pentacycle, and should provide opportunities for rapid access to simalikalactone D ...