Development of reaction using imines as a radical acceptor and its stereocontrol

Citation
H. Miyabe et T. Naito, Development of reaction using imines as a radical acceptor and its stereocontrol, J SYN ORG J, 59(1), 2001, pp. 33-39
Citations number
40
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN
ISSN journal
00379980 → ACNP
Volume
59
Issue
1
Year of publication
2001
Pages
33 - 39
Database
ISI
SICI code
0037-9980(200101)59:1<33:DORUIA>2.0.ZU;2-V
Abstract
This review summarizes the recent progress in the field of radical reaction of imine derivatives, and focuses on the new carbon-carbon bond constructi ng-methods especially based on intermolecular carbon radical addition to im ine derivatives. Among the wide range of radical accepters containing a car bon-nitrogen double bond, it was revealed that the oxime ethers were excell ent radical accepters, and a lot of studies have been explored by using oxi me ethers. Reactivity of imine derivatives and possible reaction pathways h ave also been presented. The reaction was extended to one-pot and/or multi- component reactions. Moreover, a high degree of stereocontrol in reaction o f acyclic and cyclic imine derivatives was achieved by using triethylborane and diethylzinc.