Literature DB >> 31033044

Rhodium-Catalyzed Pauson-Khand-Type Cyclization of 1,5-Allene-Alkynes: A Chirality Transfer Strategy for Optically Active Bicyclic Ketones.

Yulin Han1, Yichuan Zhao2, Shengming Ma1,2.   

Abstract

An efficient chirality transfer in the [RhCl(CO)2 ]2 -catalyzed [2+2+1] cyclization of optically active axially chiral 1,3-disubstituted allenynes with CO to access optically active bicyclopentenone compounds has been developed. The distal C=C bond of allenes reacted with the alknye unit and CO to afford [4.3.0]-bicyclic products with high ee values under mild reaction conditions with an excellent selectivity.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  allenic Pauson-Khand reaction; allenynes; bicyclic ketones; chirality; rhodium

Year:  2019        PMID: 31033044     DOI: 10.1002/chem.201900963

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

1.  Chiral Allenylcarbonyls - Underexploited Building Blocks for Complex Synthesis.

Authors:  Krishna Yadavalli; Salvatore D Lepore
Journal:  Lett Org Chem       Date:  2022-02-01       Impact factor: 0.797

2.  Stretchable chiral pockets for palladium-catalyzed highly chemo- and enantioselective allenylation.

Authors:  Yuchen Zhang; Xue Zhang; Shengming Ma
Journal:  Nat Commun       Date:  2021-04-23       Impact factor: 14.919

  2 in total

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