Palladium-catalyzed coupling of allylic carbonates and vinyl epoxides with organosilanes
- Tokyo Institute of Technology, Yokohama (Japan)
The authors have been studying the cross-coupling reaction of organosilanes mediated by the palladium catalyst 1and fluoride ion. To carry out this reaction under neutral conditions, the authors focused on the ({eta}{sup 3}-allyl)palladium alkoxide intermediate which is produced from the reaction of allylic carbonate with Pd{sup 0} species. Indeed, allylic carbonates reacted with alkenyl(difluoro)-methylsilanes in the absence of fluoride ion. This reaction was extended to the coupling of vinyl epoxides with organosilanes. Hereby, organosilane should be activated by alkoxide derived from the epoxide. Subsequent intramolecular transmetalation followed by the reductive elimination provides the coupling products. The regioselectivity, namely 1,2- vs. 1,4-coupling, will be discussed.
- OSTI ID:
- 250131
- Report Number(s):
- CONF-9508100--
- Country of Publication:
- United States
- Language:
- English
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