Tetrahedron Letters p. 5653 - 5656 (1994)
Update date:2022-09-26
Topics:
Defoin, Albert
Sarazin, Herve
Strehler, Christiane
Streith, Jacques
Diels-Alder cycloaddition of sorbic aldehyde derivative 9 and of sorbic acid 10 with the chiral chloro-nitroso dienophile 7 led with excellent regio- and diastereoselectivity to the chiral cycloadducts 11a and 12, respectively. Catalytic osmylation of their Bzl-derivatives 11b and 13b, followed by reductive cleavage of the N-O bonds, gave ultimately the chiral aminoallose derivatives D-5 and D-6 which are potential glycosidase inhibitors.
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