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

J. Béres, Gy Sági, E. Gács-Baitz, I. Töaöaközi, L. Ötivös

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

An improved procedure for the preparation of a versatile synthetic precursor, (+)-13, of carba-2'-deoxyribonucleosides and the first stereospecific way to enantiomerically pure carbocyclic 2'-deoxyadenosine, (+)-14, are presented from bicyclic lactone diol (+)-1. An unexpected formation of the disubstituted 2-oxabicyclo[2.2.1]heptane skeleton 15 through a hypervalent iodo species derived from 6 is also reported.

Original languageEnglish
Pages (from-to)6207-6216
Number of pages10
JournalTetrahedron
Volume44
Issue number19
DOIs
Publication statusPublished - 1988

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Deoxyribonucleosides
Heptanes
Lactones
Skeleton
carbocyclic deoxyadenosine
2'-deoxyadenosine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Stereospecific synthesis of (+) -cahbocyclic 2'-deoxyadenosine. an improved procedure for the preparation of (+)-(1r,2s,4r)-4-amino-2-hydroxy-1-hydroxymethylcyclopentane. / Béres, J.; Sági, Gy; Gács-Baitz, E.; Töaöaközi, I.; Ötivös, L.

In: Tetrahedron, Vol. 44, No. 19, 1988, p. 6207-6216.

Research output: Contribution to journalArticle

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AU - Ötivös, L.

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