Intramolecularly competitive Ireland-Claisen rearrangements: Scope and potential applications to natural product synthesis

S Hong, HA Lindsay, T Yaramasu…

Index: Cresson,P.; Lacour,L. Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1966 , vol. 262, p. 1157 - 1160

Full Text: HTML

Citation Number: 32

Abstract

... Soon thereafter, Cresson et al. ... ii) KHMDS, ether, −78 °C to rt; (d) (n = 1, R = H or CH 3 ) (method i) KHMDS, TIPSOTf, ether, −78 °C to rt; (e ... The high E-stereoselectivity observed in the 2-bromo series is consistent with the transition state analysis (Scheme 7). It is noteworthy that a ...