Strained azetidinium ylides: new reagents for cyclopropanation.
Azetidinium ylides showed a remarkable ability to perform the cyclopropanation of Michael acceptors. Ephedrine-derived azetidinium ylides allowed the formation of substituted cyclopropanes in good yields and at a high level of stereoselectivity. The determination of the relative stereochemistries in the produced cyclopropanes gave some insight into the reaction mechanism.
Couty
François
F
Institut Lavoisier, Université de Versailles Saint-Quentin-en-Yvelines, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France.
David
Olivier
O
Larmanjat
Bénédicte
B
Marrot
Jérôme
J
D000475:Alkenes / Q000737:chemistry*; D001384:Azetidines / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D004809:Ephedrine / Q000737:chemistry; D007202:Indicators and Reagents; D008956:Models, Chemical; D013237:Stereoisomerism
D000475:Alkenes; D001384:Azetidines; D003521:Cyclopropanes; D007202:Indicators and Reagents; D004809:Ephedrine