The Journal of organic chemistry

Stereoselective preparation of ceramide and its skeleton backbone modified analogues via cyclic thionocarbonate intermediates derived by catalytic asymmetric …

L He, HS Byun, R Bittman

文献索引：He, Linli; Byun, Hoe-Sup; Bittman, Robert Journal of Organic Chemistry, 2000 , vol. 65, # 22 p. 7627 - 7633

被引用次数: 49

摘要

A novel and efficient synthetic route to ceramide 1a and skeleton backbone modified ceramide analogues 1b, c is reported. The syntheses utilize osmium-catalyzed asymmetric dihydroxylation of (E)-α, β-unsaturated ester 5a-c as the chiral induction step, with the desired configurations in the products 1a-c, 2a, and 13 being generated by regioselective azide substitution at the α position of α, β-dihydroxyesters 6a-c via a cyclic ...

~48%

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