Literature DB >> 26106952

Chiral Phosphine-Silver(I) Complex Catalyzed Enantioselective Interrupted Feist-Bénary Reaction with Ynones: The Aldol-Cycloisomerization Cascade.

Debarshi Sinha1, Arnab Biswas1, Vinod K Singh1,2.   

Abstract

Silver-catalyzed interrupted Feist-Bénary reaction is described for the efficient enantioselective synthesis of dihydrofuran heterocycles. A new method has been developed for the silver(I)-(R)-BINAP complex mediated aldol-cycloisomerization cascade reaction between ynones and 1,3-diketones to provide functionalized dihydrofurans with moderate to good yields (up to 95%) and good to excellent enantiomeric excess (up to 98%). The presence of an exocyclic double bond and hydroxy group in the dihydrofuran products provides wide scope for further structural manipulation.

Entities:  

Year:  2015        PMID: 26106952     DOI: 10.1021/acs.orglett.5b01468

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

Review 1.  Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis.

Authors:  Ruixian Deng; Tian-Jiao Han; Xiang Gao; Yuan-Fu Yang; Guang-Jian Mei
Journal:  iScience       Date:  2022-02-11
  1 in total

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