SYNTHESIS OF 2,3-AZIRIDINO-2,3-DIDEOXY-D-LYXONO-GAMMA-LACTONE 5-PHOSPHONATE FROM D-RIBOSE, A NEW MEMBER OF THE 2,3-AZIRIDINO-GAMMA-LACTONE FAMILY OF SYNTHONS

Authors
DAUBAN P HOFMANN B DODD RH
Citation
P. Dauban et al., SYNTHESIS OF 2,3-AZIRIDINO-2,3-DIDEOXY-D-LYXONO-GAMMA-LACTONE 5-PHOSPHONATE FROM D-RIBOSE, A NEW MEMBER OF THE 2,3-AZIRIDINO-GAMMA-LACTONE FAMILY OF SYNTHONS, Tetrahedron, 53(31), 1997, pp. 10743-10752
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
31
Year of publication
1997
Pages
10743 - 10752
Database
ISI
SICI code
0040-4020(1997)53:31<10743:SO25>2.0.ZU;2-M
Abstract
A formal synthesis of the novel phinyl)methyl-3-oxa-6-azabicyclo[3.1.0 ]hexan-2-one 4 from D-ribose is presented. A key step involves the use of the 2,3-sulfate 12 for introduction of the C-3 azide functionality prior to aziridine ring formation. (C) 1997 Elsevier Science Ltd.