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A 9-step enantiospecific synthesis of (-)-aristeromycin from D-ribonic acid γ-lactone

✍ Scribed by Michael S. Wolfe; David R. Borcherding; Ronald T. Borchardt

Book ID
104229640
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
230 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

A short, efficient, enantiospecific total synthesis of (-)-arisleromycin, which can be modified for making analogues of this carbocyclic nucleoside, is reported.

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Both the (4S,SR)-and (4S,SS)-isomers of 4,5-dihydroxydecano<c acid y-lactone, natural products and proposed autoregulators of Streptomyces Griseus, have been synthesised directZy and in high yieZd from E-ribose via a common intermediate.