Literature DB >> 26462733

Catalytic Enantioselective Decarboxylative Allylations of a Mixture of Allyl Carbonates and Allyl Esters: Total Synthesis of (-)- and (+)-Folicanthine.

Santanu Ghosh1, Saikat Chaudhuri1, Alakesh Bisai2.   

Abstract

A highly enantioselective decarboxylative allylation of a mixture of enol carbonates and allyl esters has been achieved. The strategic viability of this methodology has been demonstrated through the total synthesis of cyclotryptamine alkaloids (-)- and (+)-folicanthine (1 a) and the formal total synthesis of (-)-chimonanthine (1 b), (+)-calycanthine (1 c), and (-)-ditryptophenaline (1 d).
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Keywords:  alkaloids; allylation; enantioselectivity; palladium; quaternary stereocentres

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Year:  2015        PMID: 26462733     DOI: 10.1002/chem.201502878

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


  1 in total

1.  Synthesis of 2-oxindoles via 'transition-metal-free' intramolecular dehydrogenative coupling (IDC) of sp(2) C-H and sp(3) C-H bonds.

Authors:  Nivesh Kumar; Santanu Ghosh; Subhajit Bhunia; Alakesh Bisai
Journal:  Beilstein J Org Chem       Date:  2016-06-08       Impact factor: 2.883

  1 in total

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