A new strategy for the stereoselective synthesis of 1,2,3-trisubstituted cyclopropanes

Authors
Bohm, C Schinnerl, M Bubert, C Zabel, M Labahn, T Parisini, E Reiser, O
Citation
C. Bohm et al., A new strategy for the stereoselective synthesis of 1,2,3-trisubstituted cyclopropanes, EUR J ORG C, (16), 2000, pp. 2955-2965
Citations number
60
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
16
Year of publication
2000
Pages
2955 - 2965
Database
ISI
SICI code
1434-193X(200008):16<2955:ANSFTS>2.0.ZU;2-6
Abstract
The stereoselective synthesis of highly functionalized 1,2,3-trisubstituted cyclopropanes 1 and 2, starting from readily available furans 3 or N-prote cted pyrrole 4, is described. Furthermore, exceptionally high diastereocont rol in agreement with the Felkin-Anh model was observed for the addition of nucleophiles to the title compounds.