(N-METHYLPHENYLSULFOXIMIDOYL)METHYLLITHIUM - A VERSATILE REAGENT FOR THE DETERMINATION OF ABSOLUTE-CONFIGURATION OF 6-MEMBERED RING KETONES

Authors
PREITE MD GONZALEZSIERRA M ZINCZUK J RUVEDA EA
Citation
Md. Preite et al., (N-METHYLPHENYLSULFOXIMIDOYL)METHYLLITHIUM - A VERSATILE REAGENT FOR THE DETERMINATION OF ABSOLUTE-CONFIGURATION OF 6-MEMBERED RING KETONES, Tetrahedron : asymmetry, 5(4), 1994, pp. 503-506
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
4
Year of publication
1994
Pages
503 - 506
Database
ISI
SICI code
0957-4166(1994)5:4<503:(-AVRF>2.0.ZU;2-X
Abstract
The diastereotopic chemical shift differences of the H-1 and C-13 NMR signals of the adducts formed by addition of (N-methylphenylsulfoximid oyl)methyllithium (2) to cyclic ketones has been studied. The stereodi fferentiation of the proton and carbon atoms follow a very regular pat tern and the rule that can be drawn provides an alternative and comple mentary method to earlier procedures for the determination of absolute configuration of six-membered ring ketones.