STEREODEFINED SUBSTITUTED CYCLOPROPYL ZINC REAGENTS FROM GEM-BISMETALLICS

Citation
D. Beruben et al., STEREODEFINED SUBSTITUTED CYCLOPROPYL ZINC REAGENTS FROM GEM-BISMETALLICS, Journal of organic chemistry, 60(8), 1995, pp. 2488-2501
Citations number
67
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
60
Issue
8
Year of publication
1995
Pages
2488 - 2501
Database
ISI
SICI code
0022-3263(1995)60:8<2488:SSCZRF>2.0.ZU;2-L
Abstract
1,1- or n,n-Bismetallic reagents bearing a methoxymethyl ether in the gamma position undergo cyclization at room temperature to give monomet alated, diastereoselectively substituted cyclopropanes, The nature of the substituents is crucial for this diastereoselection, a pi-chelatio n between one metal and a properly located unsaturation, as well as 1, 2-strain, are proposed to explain the steric outcome of these reaction s.