ISSN:
0947-3440
Keywords:
Epoxides, C2-symmetrical
;
Bisepoxides
;
Butenolide, polyhydroxylated
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The enantiopure epoxides 2-6 were synthesized from 1,2;5,6-di-O-isopropylidene-D-mannitol (1). The terminal epoxides 2 and 3 are available from the desoxy mannitol 9 in three steps. The C2-symmetrical epoxides 4 and 5 were generated via the C-4-inverted alcohol 15. The C2-symmetrical bisepoxide 6 was prepared in a short sequence maintaining the symmetry throughout the entire synthesis. The crystalline butenolide 44 was prepared in five steps from 1 by Wittig olefination and lactonization.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199508194
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