Asymmetric cyclopropanation using new chiral auxiliaries derived from D-fructose

J Kang, GJ Lim, SK Yoon, MY Kim

Index: Kang, Jahyo; Lim, Geun Jho; Yoon, Suk Kyoon; Kim, Moohi Yoo Journal of Organic Chemistry, 1995 , vol. 60, # 3 p. 564 - 577

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Citation Number: 76

Abstract

Acetals of a,@-unsaturated aldehydes with 3-0-alkylated derivatives of 1, 2-O- isopropylidene-BD-fructopyranose and 1, 2-O-isopropylidene-@-D-psicopyranose, which are readily available from D-fructose, were cyclopropanated with EtzZn and CHzIz with good diastereoselectivity. The effects of structure of the acetals on enantioselectivity were examined.