Highly Enantioselective Reaction of α-Selenoorganolithium Compounds with Chiral Bis (oxazoline) s and Preparation of Enantioenriched Benzylidencyclohexanes

S Nakamura, T Aoki, T Ogura, L Wang…

Index: Nakamura, Shuichi; Aoki, Takayuki; Ogura, Takahiro; Wang, Libo; Toru, Takeshi Journal of Organic Chemistry, 2004 , vol. 69, # 25 p. 8916 - 8923

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Citation Number: 16

Abstract

The enantioselective reaction of α-seleno carbanions derived from bis (phenylseleno) acetal and bis (2-pyridylseleno) acetal in the presence of bis (oxazoline) s with various electrophiles gave products with high enantioselectivity. The enantioselective reaction of α- lithio benzyl 2-pyridyl selenide gave the products with stereochemistry reverse to that obtained in the reaction of α-lithio benzyl phenyl selenide. Mechanistic investigation ...