SYNTHESIS OF TERTIARY ALKYL FLUORIDE CENTERS BY ASYMMETRIC C-C(F) BOND FORMATION

Authors
MYERS AG MCKINSTRY L GLEASON JL
Citation
Ag. Myers et al., SYNTHESIS OF TERTIARY ALKYL FLUORIDE CENTERS BY ASYMMETRIC C-C(F) BOND FORMATION, Tetrahedron letters, 38(40), 1997, pp. 7037-7040
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
40
Year of publication
1997
Pages
7037 - 7040
Database
ISI
SICI code
0040-4039(1997)38:40<7037:SOTAFC>2.0.ZU;2-#
Abstract
Asymmetric alkylation of pseudoephedrine alpha-fluoropropionamide (1) affords alpha-alkylated products efficiently and with excellent stereo control at the newly formed tertiary alkyl fluoride center. Mild alkal ine hydrolysis of the products provides the corresponding carboxylic a cids with high enantiomeric excess. (C) 1997 Elsevier Science Ltd.