Asymmetric synthesis of cyclopropanes from lithiated aryloxiranes and alpha,beta-unsaturated Fischer carbene complexes

Vito Capriati; Saverio Florio; Renzo Luisi; Filippo Maria Perna; José Barluenga

doi:10.1021/jo050443r

Asymmetric synthesis of cyclopropanes from lithiated aryloxiranes and alpha,beta-unsaturated Fischer carbene complexes

J Org Chem. 2005 Jul 22;70(15):5852-8. doi: 10.1021/jo050443r.

Authors

Vito Capriati¹, Saverio Florio, Renzo Luisi, Filippo Maria Perna, José Barluenga

Affiliation

¹ Dipartimento Farmaco-Chimico, Università di Bari, Via E. Orabona 4, I-70126 Bari, Italy.

PMID: 16018677
DOI: 10.1021/jo050443r

Abstract

A diastereo- and enantiospecific formation of tetrasubstituted cyclopropane carbene complexes and cyclopropanecarboxylates from lithiated aryloxiranes and alpha,beta-unsaturated Fischer carbene complexes is described.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carboxylic Acids / chemistry*
Cyclopropanes / chemical synthesis*
Ethylene Oxide / chemistry*
Hydrocarbons
Hydrocarbons, Cyclic / chemistry*
Lithium / chemistry*
Methane / analogs & derivatives
Methane / chemistry
Molecular Structure
Stereoisomerism

Substances

Carboxylic Acids
Cyclopropanes
Hydrocarbons
Hydrocarbons, Cyclic
carbene
Lithium
Ethylene Oxide
Methane