Enantioselective synthesis of the carbocyclic nucleosides (-)-aristeromycin and (-)-neplanocin A by a chemicoenzymatic approach

M Arita, K Adachi, Y Ito, H Sawai…

Index: Arita; Adachi; Ito; et al. Journal of the American Chemical Society, 1983 , vol. 105, # 12 p. 4049 - 4055

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Citation Number: 182

Abstract

Abstract: An efficient synthesis of the carbocyclic nucleosides (-)-aristeromycin and (-)- neplanocin A has been developed in an enantioselective and stereocontrolled manner starting from the Diels-Alder adduct of cyclopentadiene and dimethyl acetylenedicarboxylate . The symmetric unsaturated dimethyl ester, dimethyl (3aa, 4P, 7P, 7aa)-3a, 4, 7, 7a- tetrahydro-2, 2-di-methyl-4, 7-methanc-1, 3-benzodioxole-5, 6-dicarboxylate, was ...

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