Boron Enolates in Stereoselective Syntheses of 2-Enitols from O-Benzyl Aldoses by Reaction with Borohydride in 2-Propanol. Configuration of E and Z Enols from Proton Relaxation Rates

DOI: 10.1021/jo00138a013

Source and publish data:

Journal of Organic Chemistry p. 3265 - 3269 (1982)

Update date:2022-09-26

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Authors:

Rao, Vanga S.

Perlin, Arthur S.

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Article abstract of DOI:10.1021/jo00138a013

Isomerically pure E and Z forms of 2,4,6-tri-O-benzyl-2-dehydro-3-deoxy-D-erythro-hex-2-enitol (4 and 3, respectively) were synthesized from 2,3,4,6-tetra-O-benzyl-D-glucopyranose by reactions employing sodium borohydride and 2-propanol under differing co

Full text of DOI:10.1021/jo00138a013

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