HIGHLY REGIO-SELECTIVE AND STEREOSELECTIVE SYNTHESIS OF ALLYLSILANES VIA PALLADIUM-CATALYZED REDUCTIVE METALATION OF ALLYLIC PHOSPHATES WITH A SMI2-HMPA SYSTEM - STEREOCHEMICAL ASPECT OF THE TANDEM ELECTRON-TRANSFER PROCESS IN ALLYLIC SYSTEMS

Citation
T. Hanamoto et al., HIGHLY REGIO-SELECTIVE AND STEREOSELECTIVE SYNTHESIS OF ALLYLSILANES VIA PALLADIUM-CATALYZED REDUCTIVE METALATION OF ALLYLIC PHOSPHATES WITH A SMI2-HMPA SYSTEM - STEREOCHEMICAL ASPECT OF THE TANDEM ELECTRON-TRANSFER PROCESS IN ALLYLIC SYSTEMS, Bulletin de la Societe chimique de France, 134(3-4), 1997, pp. 391-394
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology,Chemistry
ISSN journal
00378968
Volume
134
Issue
3-4
Year of publication
1997
Pages
391 - 394
Database
ISI
SICI code
0037-8968(1997)134:3-4<391:HRASSO>2.0.ZU;2-6
Abstract
The new reduction system, Pd(0)-SmI2-HMPA, was found to be highly effe ctive for the facile generation of allylsamarium species from the corr esponding allylic phosphates or acetates via a sequential oxidative ad dition-electron transfer reaction, which enables a convenient regio- a nd stereoselective synthesis of allylsilanes. The reaction can be cond ucted under either kinetically or thermodynamically controlled conditi ons.