ISSN:
0947-3440
Keywords:
myo-Inositol, racemate resolution
;
Glycosylation, trichloroacetimidate method
;
Tin(II) trifluoromethanesulfonate catalyst
;
Oligosaccharide
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
2:3,4:5-Di-O-cyclohexylidene-D-/L-myo-inositol (2) could be readily converted into 6-O- and 1-O-unprotected L- and D-myo-inositol derivatives L- and D-4 and L- and D-6, respectively. Their reaction with trichloroacetimidate 7 as galactosyl donor in the presence of tin(II) trifluoromethanesulfonate as catalyst afforded the desired α(1-6)- and α(1-1)-connected galactopyranosides 8, 11 and 12. Compound 11 could be readily deprotected to afford target molecule (galactinol) 1 in high overall yield; from 12, the diastereoisomer 13 was obtained.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970511
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