Chemistry Letters

Diastereofacial controlled addition reaction of alkoxymethylketones modified by (2R, 4R)-2, 4-pentanediol with organometallics.

T Fujisawa, T Watai, T Sugiyama, Y Ukaji

Index: Fujisawa, Tamotsu; Watai, Toshiyuki; Sugiyama, Takeshi; Ukaji, Yutaka Chemistry Letters, 1989 , p. 2045 - 2048

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Citation Number: 8

Abstract

Oxygen functionalized chiral alkoxymethylketone, derived from (2R, 4R)-2, 4-pentanediol, provided an efficient chiral environment in the reaction with organometallics which resulted in the either stereoselection depending on metal used; ie, the reactions with MeLi and MeTi (O i Pr) 3 selectively furnished the corresponding (S)-and (R)-tertiary alcohols, respectively.