Tetrahedron letters

En route to the total synthesis of tashironin: on the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions

SP Cook, C Gaul, SJ Danishefsky

Index: Cook, Silas P.; Christoph, Gaul; Danishefsky, Samuel J. Tetrahedron Letters, 2005 , vol. 46, # 5 p. 843 - 847

Full Text: HTML

Citation Number: 21

Abstract

The synthesis of the [2.2. 2]-bicyclic core (23) of the neurotrophic factor 11-O- debenzoyltashironin (1) has been achieved by an oxidative dearomatization-transannular Diels–Alder cascade. We have shown that the reaction sequence is also valuable for the efficient construction of related, complex [2.2. 2]-bicyclic compounds (vide infra).