Pd-catalyzed diastereoselective allylation of aldehydes with 3-bromomethyl-5H-furan-2-one: stereoselective synthesis of β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones with a syn configuration?

Chemical Communications Pub Date: 2013-04-05 DOI: 10.1039/C3CC41501E

Abstract

An efficient and diastereoselective Pd-catalyzed method of allylation of aldehydes with 3-bromomethyl-5H-furan-2-one is described. The proposed method allows the synthesis of β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones with a syn relative configuration for the first time.

Graphical abstract: Pd-catalyzed diastereoselective allylation of aldehydes with 3-bromomethyl-5H-furan-2-one: stereoselective synthesis of β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones with a syn configuration
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