Lipase mediated resolution of 1, 3-butanediol derivatives: chiral building blocks for pheromone enantiosynthesis. Part 3

I Izquierdo, MT Plaza, M Rodrı́guez, JA Tamayo…

Index: Izquierdo, Isidoro; Plaza, Maria T.; Rodriguez, Miguel; Tamayo, Juan A.; Martos, Alicia Tetrahedron Asymmetry, 2001 , vol. 12, # 2 p. 293 - 300

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Citation Number: 12

Abstract

(R, S)-1, 3-Butanediol 5 was kinetically resolved by enzymatic acetylation with vinyl acetate under the presence of Chirazyme™ L-2, c–f, yielding (S)-1-O-acetyl-1, 3-hydroxybutane 6 and (R)-1, 3-di-O-acetyl-1, 3-butanediol 7 with enantiomeric excesses of 91%(E= 67.3). Compounds 6 and 7 were easily transformed into the corresponding (S)-3-O-(2- methoxyethoxymethyl)-3-hydroxybutanal 10 and (R)-3-benzyloxybutanal 19, through a ...