The Journal of Organic Chemistry

Sequenced reactions with samarium (II) iodide. Sequential intermolecular carbonyl addition/intramolecular nucleophilic acyl substitution for the preparation of seven-, …

GA Molander, C Alonso-Alija

Index: Molander, Gary A.; Alonso-Alija, Cristina Journal of Organic Chemistry, 1998 , vol. 63, # 13 p. 4366 - 4373

Full Text: HTML

Citation Number: 58

Abstract

Samarium (II) iodide has been employed to promote a tandem intermolecular carbonyl addition/intramolecular nucleophilic acyl substitution sequence, generating seven-through nine-membered monocyclic, bicyclic, and tricyclic ring systems with good yields and high diastereoselectivities. This tandem reaction consists of an intermolecular reaction followed by an intramolecular ring expansion that results in a formal [m+ n] cycloaddition, starting ...