M. Sada, M. Uchiyama, S. Matsubara
Nov 12, 2014
Citations
0
Influential Citations
7
Citations
Journal
Synlett
Abstract
Abstract Bis(iodozincio)methane, prepared from diiodomethane and zinc metal in the presence of a lead catalyst, is capable of performing several unique molecular transformations. It can operate not only as a dianion, but also as a bidentate Lewis acid. In this account, the methylenation of carbonyl compounds, nucleophilic cyclopropanation reactions, 1,4-addition reactions of bis(iodozincio)methane, and reduction reactions of π-allylpalladium are discussed, along with the associated density functional theory calculations. 1 Introduction 2 Methylenation of Carbonyl Compounds 3 Nucleophilic Cyclopropanation 3.1 Cyclopropanation of 1,2-Diketones 3.2 Asymmetric Construction of Quaternary Carbon Atoms by Stereospecific Cyclopropanation 4 1,4-Addition Reactions of Bis(iodozincio)methane 4.1 Three-Atom Ring-Contraction Reaction 4.2 Enolate–Homoenolate Intermediates and Their Reactions 5 Reduction of π-Allylpalladium Derivatives 6 Conclusions and Outlook