Mechanistic studies on a dipeptide-promoted asymmetric cyclopropanation of unfunctionalized olefins.
This paper describes mechanistic studies on a dipeptide-promoted asymmetric cyclopropanation system for unfunctionalized olefins. Zinc species generated from the deprotonation of the N-H of the dipeptide ligand have been investigated by NMR and X-ray structure studies and are likely to be responsible for asymmetric cyclopropanation. ZnI(2) plays an important role in promoting the reaction.
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
Jiang
J
Long
Liang
L
Xu
Haifeng
H
Du
Kai
K
Li
Yian
Y
Shi
D000475:Alkenes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D004151:Dipeptides / Q000737:chemistry*; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000475:Alkenes; D003521:Cyclopropanes; D004151:Dipeptides; D008024:Ligands