Palladium/Me3SiOTf-Catalyzed Bis-silylation of α,β-Unsaturated Carbonyl Compounds without Involving Oxidative Addition of Disilane
- 10 September 2002
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 124 (39) , 11598-11599
- https://doi.org/10.1021/ja0272944
Abstract
In the presence of a catalytic amount of Me(3)SiOTf and palladium(0), the addition of disilane to alpha,beta-unsaturated carbonyl compounds proceeds under very mild conditions via eta(3)-siloxyallylpalladium generated by the reaction of enone, enal, or aromatic aldehyde with palladium and Me(3)SiOTf.Keywords
This publication has 10 references indexed in Scilit:
- Coordination of Lewis Acid to η2-Enonepalladium(0) Leading to Continuous Structure Variation from η2-Olefin Type to η3-Allyl TypeJournal of the American Chemical Society, 2001
- Regioselective Catalytic Transformations Involving β-Silyl-Substituted (η3-Allyl)palladium Complexes: An Efficient Route to Functionalized AllylsilanesThe Journal of Organic Chemistry, 1999
- Activation of Si—Si Bonds by Transition-Metal ComplexesPublished by Springer Nature ,1999
- New Method for Introduction of a Silyl Group into α,β-Enones Using a Disilane Catalyzed by a Copper(I) Salt1Journal of the American Chemical Society, 1998
- Stereoselective alkene synthesis via (.alpha.-chloroalkyl)(dimethyl)phenylsilanes and .alpha.-(dimethyl)phenylsilyl ketonesThe Journal of Organic Chemistry, 1992
- A practical reversed-polarity alternative to organocuprate conjugate addition chemistry. Halocarbon coupling reactions of enal- and enone-derived allylnickel reagentsJournal of the American Chemical Society, 1991
- The chemistry of octamethyl-1,2-disilacyclobutane. Some SiSi cleavage and insertion reactionsJournal of Organometallic Chemistry, 1984
- Catalytic Conversion of Allylic Esters to Corresponding Allylic Silanes with Hexamethyldisilane and Palladium(0) or Rhodium(I) ComplexesBulletin of the Chemical Society of Japan, 1984
- Fluorinated polysilanes. Palladium catalyzed 1,4-addition of fluorodisilanes to conjugated diene and enone systemsJournal of Organometallic Chemistry, 1978
- A silicon-based protecting group for the αβ-unsaturation of αβ-unsaturated ketonesJournal of the Chemical Society, Chemical Communications, 1978