[2+2] Cycloaddition reactions of imines with alkynyl selenides catalyzed by scandium triflate

Authors
Ma, Y Qian, CT
Citation
Y. Ma et Ct. Qian, [2+2] Cycloaddition reactions of imines with alkynyl selenides catalyzed by scandium triflate, TETRAHEDR L, 41(6), 2000, pp. 945-947
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
6
Year of publication
2000
Pages
945 - 947
Database
ISI
SICI code
0040-4039(20000205)41:6<945:[CROIW>2.0.ZU;2-A
Abstract
It was found that a new reaction of imines with alkynyl selenides proceeded smoothly in the presence of a catalytic amount of Sc(OTf)(3) affording alp ha, beta-unsaturated selenylimidates. These reactions are assumed to procee d by a [2+2] cycloaddition of the imines to the alkynyl selenides to form a zetine intermediates, which are unstable and immediately fragment to the co rresponding alpha, beta-unsaturated selenylimidates. (C) 2000 Elsevier Scie nce Ltd. All rights reserved.