Literature DB >> 27341397

Reduction of sugar lactones to hemiacetals with lithium triethylborohydride.

Cesar Gonzalez1, Sam Kavoosi1, Andersson Sanchez1, Stanislaw F Wnuk2.   

Abstract

Reduction of ribono-1,4-lactones and gulono-1,4-lactone as well as ribono-1,5-lactone and glucono-1,5-lactones with LTBH (1.2 equiv.) in CH2Cl2 at 0 °C for 30 min provided the corresponding pentose or hexose hemiacetals in high yields. Commonly used in carbohydrate chemistry protecting groups such as trityl, benzyl, silyl, acetals and to some extent acyls are compatible with this reduction.
Copyright © 2016 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Hemiacetals; Lithium triethylborohydride; Reduction; Sugar lactols; Sugar lactones; Super-hydride

Mesh:

Substances:

Year:  2016        PMID: 27341397      PMCID: PMC4975962          DOI: 10.1016/j.carres.2016.06.002

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  10 in total

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