Tetrahedron

Combined Lewis acid catalysts in shotgun process: a convenient synthesis of the female sex pheromone of the red-bollworm moth

Y Nagano, A Orita, J Otera

Index: Nagano, Yoshifumi; Orita, Akihiro; Otera, Junzo Tetrahedron, 2002 , vol. 58, # 41 p. 8211 - 8217

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Citation Number: 12

Abstract

The combined use of Lewis acid and distannoxane catalysts gives rise to a new variant of the shotgun process. The unwanted acetylation of a secondary homoallyl alcohol by the former catalyst is suppressed through hybridization with the latter resulting in one-pot aldehyde allylation and primary alcohol acetylation of ω-hydroxy alkanal without protection/ deprotection procedures.