[2+2]cycloaddition of chlorosulfonyl isocyanate to chiral vinyl ethers

Authors
Furman, B Kaluza, Z Lysek, R Chmielewski, M
Citation
B. Furman et al., [2+2]cycloaddition of chlorosulfonyl isocyanate to chiral vinyl ethers, POL J CHEM, 73(1), 1999, pp. 43-54
Citations number
41
Categorie Soggetti
Chemistry
Journal title
POLISH JOURNAL OF CHEMISTRY
ISSN journal
01375083 → ACNP
Volume
73
Issue
1
Year of publication
1999
Pages
43 - 54
Database
ISI
SICI code
0137-5083(199901)73:1<43:[OCITC>2.0.ZU;2-Y
Abstract
The asymmetric [2+2]cycloadditions of chlorosulfonyl isocyanate to vinyl et hers derived from sugars and hydroxy acids are presented. The account focus es on various aspects of the cycloaddition and on the transformations of th e resulting [2+2]cycloadducts into clavams and 1-oxacephams. In order to ra tionalize the results of direction and magnitude of [2+2]cycloaddition, the stereochemical models of this reaction are discussed.