Rapid and stereoselective C-C, C-O, C-N and C-S couplings via microwave accelerated palladium-catalyzed allylic substitutions

Authors
Bremberg, U Lutsenko, S Kaiser, NF Larhed, M Hallberg, A Mobert, C
Citation
U. Bremberg et al., Rapid and stereoselective C-C, C-O, C-N and C-S couplings via microwave accelerated palladium-catalyzed allylic substitutions, SYNTHESIS-S, (7), 2000, pp. 1004-1008
Citations number
30
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
7
Year of publication
2000
Pages
1004 - 1008
Database
ISI
SICI code
0039-7881(2000):7<1004:RASCCC>2.0.ZU;2-M
Abstract
Palladium-catalyzed substitution of cyclohex-2-en-1-yl ethyl carbonate with neutral C-, O-, and N-nucleophiles was achieved in 1-2 minutes using micro wave flash hearing. Enantioselectivities up to 96% were observed. Ionic nuc leophiles tended to result in lower ee. With S-nucleophiles problems with t he stability of the nucleophile were encountered.