ISSN:
0170-2041
Keywords:
Liquid crystals
;
Carbohydrates
;
L-ribo-, D-lyxo-1,2,3,4-Alkanetetrols
;
Wittig olefination
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The Wittig olefinations of 2,3-O-isopropylidene-D-ribofuranose (1) with two equivalents of alkylidenetriphenylphosphorane (alkylidene: hexylidene - undecylidene) followed by hydrogenation catalyzed by palladium on carbon and subsequent deprotection yield (2R,3S,4S-(“L-”ribo)-1,2,3,4-alkanetetrols 5. These amphiphiles form the smectic A mesophase on melting. However, when 1 is heated with one equivalent of the alkylidenetriphenylphosphoranes for longer periods, (2R,3S,4R)-(“D-lyxo”)-1,2,3,4-alkanetetrol-type products 4 predominate.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199219920122
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