ISSN:
1434-193X
Keywords:
Asymmetric synthesis
;
Chiral induction
;
Cyanohydrin
;
Cycloaddition
;
Nitrone
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The intramolecular 1,3-dipolar cycloaddition of ω-un-saturated chiral nitrones is described. Starting materials for this reaction are O-protected chiral cyanohydrins, prepared by an R-oxynitrilase catalyzed asymmetric addition of hydrogen cyanide to ω-unsaturated aldehydes. Intramolecular cycloaddition, followed by reductive opening of the isoxazolidine ring, produced five- and seven-membered ring compounds with chiral hydroxy and amine functionalities of high enantiomeric purity in excellent yield.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
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