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Dual Palladium- and Proline-Catalyzed Allylic Alkylation of Enolizable Ketones and Aldehydes with Allylic Alcohols

โœ Scribed by Usui, Ippei; Schmidt, Stefan; Breit, Bernhard


Book ID
120011925
Publisher
American Chemical Society
Year
2009
Tongue
English
Weight
157 KB
Volume
11
Category
Article
ISSN
1523-7060

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Rearrangement of ally1 enol carbonates, prepared from ketones or aldehydes by trapping their enolates with ally1 chloroformate, to give e-ally1 ketones or aldehydes regioselectively is catalyzed by palladium-phosphine complexes under mild condtions.

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The generation of quatenary chiral centers through catalytic asymmetric alkylation of ketone enolates has been the subject of investigation in recent years. [1] The palladiumcatalyzed asymmetric allylic alkylation (AAA) of prochiral nucleophiles represents one such strategy for the creation of quate