
Journal of the Chemical Society. Perkin transactions I p. 823 - 827 (1996)
Update date:2022-08-05
Topics:
Murakami, Teiichi
Hato, Masakatsu
D-erythro-Sphingosine is synthesized from N-benzoyl-D-glucosamine 2 in a highly regio- and stereo-controlled manner. The key features in the synthesis involve the efficient conversion of compound 2 into the vinyl epoxide 10 and the subsequent SN2′-type reaction with a Grignard reagent in the presence of CuCN to afford the 1-O,2-N-protected sphingosine 11.
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