Integrated chemical process. Construction of highly substituted allylic moieties from allylic sulfones in one-pot

Citation
A. Orita et al., Integrated chemical process. Construction of highly substituted allylic moieties from allylic sulfones in one-pot, TETRAHEDRON, 55(10), 1999, pp. 2889-2898
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
10
Year of publication
1999
Pages
2889 - 2898
Database
ISI
SICI code
0040-4020(19990305)55:10<2889:ICPCOH>2.0.ZU;2-S
Abstract
According to "integrated chemical process", a novel one-pot process for con struction of highly substituted allylic moieties has been achieved. A serie s of alkylation of allylic sulfones and palladium-catalyzed reductive desul fonylation by use of LiBHEt3 is integrated. The double alkylation furnishes more substituted olefins. Use of arylzinc compounds in place of the hydrid e enables electrophilic alkylation/nucleophilic arylation in one-pot. The i ntegrated process provides higher overall yields than the corresponding ste pwise process. (C) 1999 Elsevier Science Ltd. All rights reserved.