Preparation of a fluorous chiral BINOL derivative and application to an asymmetric protonation reaction

Authors
Nakamura, Y Takeuchi, S Ohgo, Y Curran, DP
Citation
Y. Nakamura et al., Preparation of a fluorous chiral BINOL derivative and application to an asymmetric protonation reaction, TETRAHEDRON, 56(3), 2000, pp. 351-356
Citations number
62
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
3
Year of publication
2000
Pages
351 - 356
Database
ISI
SICI code
0040-4020(20000114)56:3<351:POAFCB>2.0.ZU;2-7
Abstract
Fluorous Chiral Proton Source (R,S)-FDHPEB resulted in a higher enantiosele ctivity (95% ee) than that of the original nonfluorous (R,S)-DHPEB (87% ee) in an enantioselective protonation of a samarium enolate. (R,S)-FDHPEB was easily recovered by a simple filtration through a fluorous reverse phase s ilica gel and was recyclable. (C) 2000 Elsevier Science Ltd. All rights res erved.