π??facial diastereoselection of hydride reduction of 1, 3??diheteran??5??ones: application of the exterior frontier orbital extension model

D Kaneno, J Zhang, M Iwaoka…

Index: Kaneno, Daisuke; Zhang, Jian; Iwaoka, Michio; Tomoda, Shuji Heteroatom Chemistry, 2001 , vol. 12, # 5 p. 358 - 368

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Citation Number: 5

Abstract

Abstract To obtain further evidence for the importance of the ground state conformational and orbital properties in π-facial diastereoselection of 1, 3-diheteran-5-ones (heteroatom= O, S, Se), 2-phenyl-1, 3-diselenan-5-one (3a) has been synthesized, and its π-facial diastereoselection upon hydride reduction has been examined. The experimental data of π- facial stereoselection of 3a has been successfully rationalized by the exterior frontier ...