alpha,beta-unsaturated Fischer carbene complexes vs. 1,3-dipoles: Reactions with nitrones and nitrilimines

Citation
J. Barluenga et al., alpha,beta-unsaturated Fischer carbene complexes vs. 1,3-dipoles: Reactions with nitrones and nitrilimines, EUR J ORG C, (9), 2000, pp. 1773-1783
Citations number
75
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
9
Year of publication
2000
Pages
1773 - 1783
Database
ISI
SICI code
1434-193X(200005):9<1773:AFCCV1>2.0.ZU;2-0
Abstract
The reaction of tert-butylalkynyl chromium Fischer carbene complex 1 with n itrones 2 affords beta-enamino-ketoaldehydes 4 by the Light-promoted rearra ngement of the corresponding [3+2] cycloadduct carbene complexes 3. On the other hand, [3+2] cycloaddition of chiral nonracemic Fischer alkenyl carben e complexes 19 with nitrilimines 10 yields enantiomerically pure Delta(2)-p yrazolines with high regio- and diastereoselectivity.