Palladium-catalyzed sulfinylzincation: 1-alkynyl sulfoxides as a sulfinyl anion equivalent

Authors
Maezaki, N Yoshigami, R Maeda, J Tanaka, T
Citation
N. Maezaki et al., Palladium-catalyzed sulfinylzincation: 1-alkynyl sulfoxides as a sulfinyl anion equivalent, ORG LETT, 3(23), 2001, pp. 3627-3629
Citations number
15
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
1523-7060 → ACNP
Volume
3
Issue
23
Year of publication
2001
Pages
3627 - 3629
Database
ISI
SICI code
1523-7060(20011115)3:23<3627:PS1SAA>2.0.ZU;2-#
Abstract
[GRAPHICS] Novel Pd-catalyzed sulfinylzincation of activated alkynes was developed, wh erein 1-alkynyl sulfoxides work as a sulfinylating agent. Transfer of the s ulfinyl group proceeded in a highly syn-selective fashion, giving a beta -s ulfinyl vinylzinc species. Using 3,3-dimethyl-1-butynyl p-tolyl sulfoxide a s a sulfinyl source, heterocoupling with propiolate derivatives was also ac complished.