Literature DB >> 21815617

Iminium ion cascade reaction in the total synthesis of (+)-vincadifformine.

Ganesh Pandey1, Prasanna Kumara C.   

Abstract

An iminium ion triggered cascade reaction is described in the total synthesis of (+)-vincadifformine by the coupling of 3,3-substituted tetrahydropyridine and indole derivative. The strategy allows simultaneous construction of two new rings, three new sigma bonds, and two new stereogenic centers in one pot with complete stereochemical control.

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Year:  2011        PMID: 21815617     DOI: 10.1021/ol201892j

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


  5 in total

Review 1.  Enantioselective palladium-catalyzed allylic alkylation reactions in the synthesis of Aspidosperma and structurally related monoterpene indole alkaloids.

Authors:  Beau P Pritchett; Brian M Stoltz
Journal:  Nat Prod Rep       Date:  2018-06-20       Impact factor: 13.423

2.  Biogenetically inspired synthesis and skeletal diversification of indole alkaloids.

Authors:  Haruki Mizoguchi; Hideaki Oikawa; Hiroki Oguri
Journal:  Nat Chem       Date:  2013-11-24       Impact factor: 24.427

3.  Stereocontrolled Synthesis of (±)-Melokhanine E via an Intramolecular Formal [3 + 2] Cycloaddition.

Authors:  Anna E Cholewczynski; Peyton C Williams; Joshua G Pierce
Journal:  Org Lett       Date:  2020-01-07       Impact factor: 6.005

4.  Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation.

Authors:  Yiyang Liu; Marc Liniger; Ryan M McFadden; Jenny L Roizen; Jacquie Malette; Corey M Reeves; Douglas C Behenna; Masaki Seto; Jimin Kim; Justin T Mohr; Scott C Virgil; Brian M Stoltz
Journal:  Beilstein J Org Chem       Date:  2014-10-28       Impact factor: 2.883

5.  At a supra-physiological concentration, human sexual hormones act as quorum-sensing inhibitors.

Authors:  Amélie Beury-Cirou; Mélanie Tannières; Corinne Minard; Laurent Soulère; Tsiry Rasamiravaka; Robert H Dodd; Yves Queneau; Yves Dessaux; Catherine Guillou; Olivier M Vandeputte; Denis Faure
Journal:  PLoS One       Date:  2013-12-23       Impact factor: 3.240

  5 in total

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