Journal of Organic Chemistry p. 2081 - 2085 (1993)
Update date:2022-08-04
Topics:
Larock, Richard C.
Ding, Shuji
The palladium-promoted cross-coupling of 4-alkenyl-2-azetidinones with aryl and vinylic mercurials provides 5-aryl-3-alkenamides and 3,6-alkadienamides, respectively.Modest to excellent stereoselectivity for formation of the new carbon-carbon double bond is observed.The reaction becomes catalytic in palladium when cupric chloride and oxygen are introduced.This process constituted the first organometallic ring opening of 2-azetidinones to acyclic unsaturated amides.
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