Rapid syntheses of either enantiomer of important carbocyclic nucleoside precursors

Authors
Shireman, BT Miller, MJ
Citation
Bt. Shireman et Mj. Miller, Rapid syntheses of either enantiomer of important carbocyclic nucleoside precursors, TETRAHEDR L, 41(49), 2000, pp. 9537-9540
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
49
Year of publication
2000
Pages
9537 - 9540
Database
ISI
SICI code
0040-4039(200012)41:49<9537:RSOEEO>2.0.ZU;2-Z
Abstract
The syntheses of both enantiomers of aminocyclopentanetriol 1, a versatile carbocyclic nucleoside precursor, is reported utilizing an amino acid-deriv ed acylnitroso Diels-Alder cycloaddition. The sequence is practical and pro ceeds in an overall yield of 36% from the D-alanine-derived hydroxamic acid . (C) 2000 Elsevier Science Ltd. All rights reserved.