Catalyzed Acetal Reduction with BH Boranes—1‐ O ‐Alkyl(aryl)alditols, Anhydroalditols, and 1‐ O ‐Alditylalditols from  O ‐Glycopyranosides | Zendy

Köster Roland | Zendy; PenadésUllate Soledad | Zendy; Dahlhoff Wilhelm Volker | Zendy

Premium

Catalyzed Acetal Reduction with BH Boranes—1‐ O ‐Alkyl(aryl)alditols, Anhydroalditols, and 1‐ O ‐Alditylalditols from O ‐Glycopyranosides

Author(s) -

Köster Roland,

PenadésUllate Soledad,

Dahlhoff Wilhelm Volker

Publication year - 1985

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198505191

Subject(s) - chemistry , acetal , alkyl , medicinal chemistry , boranes , aryl , stereochemistry , organic chemistry , boron

The conversion of glycosides and disaccharides into alditol derivatives has been accomplished with ethyldiboranes(6) in the presence of 9‐methanesulfonyloxy‐9‐borabicyclo‐[3.3.1]nonane. As example, the per‐ O ‐diethylboryl‐ D ‐galactoside 1 , RBEt 2 , X α H, X β OPh, can be reduced to the 1‐ O ‐phenyl‐ D ‐galactitol derivative 2 , RBEt 2 ; the protective groups can be removed.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research