Tetrahedron

Diacetone glucose architecture as a chirality template I. Crucial effects of the intramolecular oxygens upon the LiAlH 4 reduction of the propargyl alcohol of 3-C-ethynyl …

K Kakinuma, T Matsuzawa, T Eguchi

Index: Kakinuma, Katsumi; Matsuzawa, Toshihiro; Eguchi, Tadashi Tetrahedron, 1991 , vol. 47, # 34 p. 6975 - 6982

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Citation Number: 8

Abstract

The facile as well as regio-and stereoselective reactivity of 3-C-ethynyl-1, 2: 5, 6-di-O- isopropylidene-α-D-allofuranose derivatives for LiAlH4 reduction into the corresponding ethenyl derivatives were investigated. The effect of oxygen atoms on the reduction is discussed by means of semi-empirical MO calculation.