An asymmetric oxazoline ketenimine rearrangement. Construction of chiral alpha-quaternary carbon ketones

Citation
Mp. Dwyer et al., An asymmetric oxazoline ketenimine rearrangement. Construction of chiral alpha-quaternary carbon ketones, TETRAHEDR L, 40(26), 1999, pp. 4765-4768
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
26
Year of publication
1999
Pages
4765 - 4768
Database
ISI
SICI code
0040-4039(19990625)40:26<4765:AAOKRC>2.0.ZU;2-2
Abstract
A novel asymmetric oxazoline ketenimine rearrangement has been observed to construct oc-quaternary substituted ketones. Levels of asymmetric induction in the ketones, of up to 87% ee, were observed for this unusual rearrangem ent. (C) 1999 Elsevier Science Ltd. All rights reserved.