ISSN:
1434-193X
Keywords:
Mitsunobu reaction
;
Desymmetrization
;
Cyclic nitrones
;
Polyhydroxyindolizidines
;
Glycosidase inhibitors
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A protocol is presented for a completely enantioselective formal desymmetrization of Cs-symmetric diols by monoprotection of the corresponding enantiopure C2 diols, followed by an inversion of configuration by a Mitsunobu reaction (“Mitsunobu trick”). Its application to the unprecedented synthesis of enantiopure cis-3,4-dihydroxypyrroline N-oxides, employed in the enantiodivergent synthesis of two selectively protected 1,2,7-trihydroxyindolizidines, is also reported.
Type of Medium:
Electronic Resource