Acetonation of L-pentoses and 6-deoxy-L-hexoses under kinetic control using heterogeneous acid catalysts

A1 Originalartikel i en vetenskaplig tidskrift (referentgranskad)


Interna författare/redaktörer


Publikationens författare: Jonas J. Forsman, Reko Leino
Förläggare: ELSEVIER SCI LTD
Publiceringsår: 2010
Tidskrift: Carbohydrate Research
Tidskriftsakronym: CARBOHYD RES
Volym: 345
Nummer: 11
Artikelns första sida, sidnummer: 1548
Artikelns sista sida, sidnummer: 1554
Antal sidor: 7
ISSN: 0008-6215
eISSN: 1873-426X


Abstrakt

The fibrous polymer-supported sulfonic acid catalyst Smopex-101 H(+) proved to be an efficient catalyst for the preparation of O-isopropylidene derivatives from a series of rare sugars. Acetonation of the reducing sugars L-arabinose, L-ribose, L-xylose, L-fucose, and L-rhamnose in N,N-dimethylformamide by 2,2-dimethoxypropane or 2-methoxypropene led to the formation of the kinetically favored di-O- and/or mono-O-isopropylidene derivatives in 46-88% yields. The method consists of a simple experimental procedure which does not require predried solvents or reagents. The catalyst is easily recovered and can be regenerated making the procedure economically viable even for large-scale synthesis.


Nyckelord

Acetonation, Heterogeneous catalysis, Isopropylidene acetals, Kinetic control, L-Carbohydrates

Senast uppdaterad 2019-22-10 vid 05:10