Organic letters

Regioselective synthesis of the tricyclic core of lateriflorone

…, H Li, BG Vong, SH Kim, EA Theodorakis

Index: Tisdale, Eric J.; Li, Hongmei; Vong, Binh G.; Kim, Sun Hee; Theodorakis, Emmanuel A. Organic Letters, 2003 , vol. 5, # 9 p. 1491 - 1494

Full Text: HTML

Citation Number: 26

Abstract

An efficient synthetic approach to the tricyclic core 8 of lateriflorone is described. Essential to the synthesis was the implementation of a biomimetic tandem Claisen/Diels-Alder reaction that produced the desired tricyclic scaffold as a single isomer. A rationalization of the excellent regio and stereoselectivity of this transformation is also proposed.