AN IMPROVED ASYMMETRIC NITROOLEFINATION OF ALPHA-ALKYL-GAMMA-LACTONESAND DELTA-LACTONES WITH MODIFIED NITROENAMINES

Authors
NODE M KUROSAKI R HOSOMI K INOUE T NISHIDE K
Citation
M. Node et al., AN IMPROVED ASYMMETRIC NITROOLEFINATION OF ALPHA-ALKYL-GAMMA-LACTONESAND DELTA-LACTONES WITH MODIFIED NITROENAMINES, Tetrahedron letters, 36(1), 1995, pp. 99-102
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
1
Year of publication
1995
Pages
99 - 102
Database
ISI
SICI code
0040-4039(1995)36:1<99:AIANOA>2.0.ZU;2-C
Abstract
New chiral nitroenamines 4a, b were found to be very effective for asy mmetric nitroolefination of alpha-alkyl-gamma- and delta-lactones. The enantiomeric excess of the product ran up to 99%. A possible chelatio n model for the transition state of the asymmetric nitroolefination wa s discussed.