CYCLOADDITIONS OF 1,3-OXAZOLIUM-4-OLATES (ISOMUNCHNONES) BY RHODIUM(II)-INDUCED DECOMPOSITION OF ALPHA-DIAZOCARBONYL DERIVATIVES OF (5R)-PHENYLOXAZIN-3-ONE AND (5S)-PHENYLOXAZIN-3-ONE AS A CHIRAL TEMPLATE

Authors
ANGELL R FENGLERVEITH M FINCH H HARWOOD LM TUCKER TT
Citation
R. Angell et al., CYCLOADDITIONS OF 1,3-OXAZOLIUM-4-OLATES (ISOMUNCHNONES) BY RHODIUM(II)-INDUCED DECOMPOSITION OF ALPHA-DIAZOCARBONYL DERIVATIVES OF (5R)-PHENYLOXAZIN-3-ONE AND (5S)-PHENYLOXAZIN-3-ONE AS A CHIRAL TEMPLATE, Tetrahedron letters, 38(25), 1997, pp. 4517-4520
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
25
Year of publication
1997
Pages
4517 - 4520
Database
ISI
SICI code
0040-4039(1997)38:25<4517:CO1(BR>2.0.ZU;2-W
Abstract
Cycloadducts (6-9) were synthesised from isomunchnone derivatives of ( 5R)- and (5S)-phenyloxazin-3-one by rhodium(II)-catalysed decompositio n of alpha-diazocompounds (3a-c). Additions to various carbon-carbon d ipolarophiles proceeded with high endo/exo-selectivities and moderate diastereofacial selectivities. (C) 1997 Elsevier Science Ltd.