Synthesis of Optically Active N-Benzyl-2,4-Bis(hydroxymethyl) Substituted Azetidines by Lipase Catalyzed Acetylations

DOI: 10.1016/0957-4166(95)00387-8

Source and publish data:

Tetrahedron Asymmetry p. 2921 - 2924 (1995)

Update date:2022-08-12

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Authors:

Guanti, Giuseppe

Riva, Renata

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Article abstract of DOI:10.1016/0957-4166(95)00387-8

Both cis- and trans-N-benzyl-azetidine-2,4-dimethanols 5 and 6 were prepared and submitted to acetylation in organic solvents catalyzed by lipases.Asymmetrization of diol 5 gave the corresponding monoacetate 7, while double sequential kinetic resolution of racemic 6 gave optically enriched diol 6b and its enantiomer as the corresponding diacetate 10a.Optimized reaction conditions furnished 7, 6b and 10a with e.e.>99percent.

Full text of DOI:10.1016/0957-4166(95)00387-8

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