Asymmetric N-sulfinyl dienophile Diels-Alder cycloadditions using chiral Ti(IV)-based Lewis acids

Citation
A. Bayer et Or. Gautun, Asymmetric N-sulfinyl dienophile Diels-Alder cycloadditions using chiral Ti(IV)-based Lewis acids, TETRAHEDR L, 41(19), 2000, pp. 3743-3746
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
19
Year of publication
2000
Pages
3743 - 3746
Database
ISI
SICI code
0040-4039(20000506)41:19<3743:ANDDCU>2.0.ZU;2-M
Abstract
Enantioselective Diels-Alder reactions of 1,3-cyclohexadiene with N-sulfiny lbenzyl carbamate (1a) or N-sulfinyl-p-toluenesulfonamide (1b) promoted by chiral Ti(IV)-based Lewis acids are reported. The endo-adducts were obtaine d in 15-76% ee. (C) 2000 Elsevier Science Ltd. All rights reserved.