Full acetals of β-d-glycopyranosylnitromethanes and a 1, 2-dideoxy-1-nitroalk-1-enitol derived from common hexoses

DP Pham-Huu, M Petrušová, JN BeMiller, P Köll…

Index: Pham-Huu, Duy-Phong; Petrusova, Maria; BeMiller, James N.; Petrus, Ladislav Journal of Carbohydrate Chemistry, 2000 , vol. 19, # 1 p. 93 - 110

Full Text: HTML

Citation Number: 11

Abstract

Kinetically controlled O-isopropylidenation of common 2, 6-anhydro-1-deoxy-1-nitroalditols (β-d-glycopyranosylnitromethanes) derived from d-glucose, d-galactose, and d-mannose with 2-methoxypropene in 1, 2-dimethoxyethane catalyzed with 4-toluenesulfonic acid afforded high yields of 2, 3; 4, 6-di-O-isopropylidene acetals. With d-mannose, the bisacetal was also obtained in quantitative yield by reaction with 2, 2-dimethoxypropane. Mono-O- ...

Related Articles:

Synthesis, structure and reactivity of 5-pyranosyl-1, 3, 4-oxathiazol-2-ones

[McMillan, Keith G.; Tackett, Miles N.; Dawson, Alice; Fordyce, Euan; Paton, R. Michael Carbohydrate Research, 2006 , vol. 341, # 1 p. 41 - 48]

Synthesis, structure and reactivity of 5-pyranosyl-1, 3, 4-oxathiazol-2-ones

[McMillan, Keith G.; Tackett, Miles N.; Dawson, Alice; Fordyce, Euan; Paton, R. Michael Carbohydrate Research, 2006 , vol. 341, # 1 p. 41 - 48]

Preparation of 2, 6??anhydro??3??deoxyhept??(or hex??) 2??enononitriles (1??cyanoglycals) from 1??bromo??D??glycosyl cyanides with zinc under aprotic conditions

[Somsak, Laszlo; Bajza, Istvan; Batta, Gyula Liebigs Annalen der Chemie, 1990 , # 12 p. 1265 - 1268]

More Articles...