Controlling Olefin Geometry with Pd Catalysis: Selective Formation of Z-olefins from Both E- and Z-Allylic Carbonates
The Journal of Organic Chemistry2006Vol. 71(8), pp. 3282–3284
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Abstract
The palladium-catalyzed formation of Z-olefins from allylic carbonates and a variety of protected dialkyl aminomalonates is reported. The reaction is selective for the Z-isomer, and either acetyl, Boc, or formyl protecting groups are tolerated. The Z-olefin product can be formed regardless of whether the E- or Z-allylic carbonate is used as starting material.
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