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Stereospecific synthesis of (+) -cahbocyclic 2'-deoxyadenosine. an improved procedure for the preparation of (+)-(1r,2s,4r)-4-amino-2-hydroxy-1-hydroxymethylcyclopentane.

✍ Scribed by J. Be´res; Gy. Sa´gi; E. Baitz-Ga´cs; I. Töaöaközi; L. ötivös


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
567 KB
Volume
44
Category
Article
ISSN
0040-4020

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✦ Synopsis


An improved procedure for the preparation of a versatile synthetic precursor, (+)-~, of carba-2'-deoxyribonucleosides and the first stereospecific way to enantiomerically pure carbocyclic 2 '-deoxyadenosine , (+)-li, are presented from bicyclic lactone diol (+)-1. An unexpected formation of the disubstituted 2-oxabicyclo[2.2.1)heptane skeleton ~ through a hypervalent iodo species derived from ~ is also reported.


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