Literature DB >> 23589825

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.

Fuhai Zhang1, Yanxin Yang, Longguan Xie, Xiaohua Xu.   

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.

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Year:  2013        PMID： 23589825     DOI： 10.1039/c3cc41501e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  3 in total

1.  Asymmetric Synthesis of β-Substituted α-Methylenebutyro- lactones via TRIP-Catalyzed Allylation: Mechanistic Studies and Application to the Synthesis of (S)-(-)-Hydroxymatairesinol.

Authors:  Michael Fuchs; Markus Schober; Andreas Orthaber; Kurt Faber
Journal:  Adv Synth Catal       Date:  2013-08-29       Impact factor: 5.837

2.  Divergent synthesis and identification of the cellular targets of deoxyelephantopins.

Authors:  Roman Lagoutte; Christelle Serba; Daniel Abegg; Dominic G Hoch; Alexander Adibekian; Nicolas Winssinger
Journal:  Nat Commun       Date:  2016-08-19       Impact factor: 14.919

3.  From α-Bromomethylbutenolide to Fused Tri(Tetra) Cyclic Dihydrofurandiones through Barbier Reaction-Heck Arylation Sequence.

Authors:  Arbia Talbi; Anne Gaucher; Flavien Bourdreux; Jérôme Marrot; Mohamed L Efrit; Hédi M'Rabet; Damien Prim
Journal:  Molecules       Date:  2017-12-08       Impact factor: 4.411
  3 in total

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