Chiral phosphine-free Pd-mediated asymmetric allylation of prochiral enolate with a chiral phase-transfer catalyst

Authors
Nakoji, M Kanayama, T Okino, T Takemoto, Y
Citation
M. Nakoji et al., Chiral phosphine-free Pd-mediated asymmetric allylation of prochiral enolate with a chiral phase-transfer catalyst, ORG LETT, 3(21), 2001, pp. 3329-3331
Citations number
56
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
21
Year of publication
2001
Pages
3329 - 3331
Database
ISI
SICI code
1523-7060(20011018)3:21<3329:CPPAAO>2.0.ZU;2-E
Abstract
[GRAPHICS] A chiral phase-transfer catalyst has been applied to the asymmetric allylat ion of the tert-butyl glycinate-benzophenone Schiff base with various allyl ic acetates for the first time to give the allylated products in good yield s and with comparable to higher enantioselectivity than for asymmetric alky lation at the same temperature (91-96% ee) without any chiral ligands for c oordinating to the palladium.