Acceleration Effect of an Allylic Hydroxy Group on Ring??Closing Enyne Metathesis of Terminal Alkynes: Scope, Application, and Mechanistic Insights

…, H Ojima, Y Yoshimura, H Takahata

Index: Imahori, Tatsushi; Ojima, Hidetomo; Yoshimura, Yuichi; Takahata, Hiroki Chemistry - A European Journal, 2008 , vol. 14, # 34 p. 10762 - 10771

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Citation Number: 41

Abstract

Abstract An interesting acceleration effect of an allylic hydroxy group on ring-closing enyne metathesis has been found. Ring-closing enyne metathesis of terminal alkynes possessing an allylic hydroxy group proceeded smoothly without the ethylene atmosphere generally necessary to promote the reaction. The synthesis of (+)-isofagomine with the aid of this efficient reaction has been demonstrated. Mechanistic studies of the acceleration effect ...