Literature DB >> 11259041

An approach to the skeleton of the securinega alkaloids. The total synthesis of (+/-)-securinine.

S Liras1, J E Davoren, J Bordner.   

Abstract

[structure: see text]. The concise total synthesis of securinine in nine steps from readily available starting materials is described. Key steps of the synthesis include an addition of a silyloxyfuran to an in situ generated iminium ion and a novel ring closing metathesis reaction.

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Year:  2001        PMID: 11259041     DOI: 10.1021/ol0070482

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


  7 in total

1.  The oxidative mannich reaction catalyzed by dirhodium caprolactamate.

Authors:  Arthur J Catino; Jason M Nichols; Brian J Nettles; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2006-05-03       Impact factor: 15.419

2.  An Enantioselective Approach to the Securinega Alkaloids: The Total Synthesis of (+)-Norsecurinine and (+)-Allonorsecurinine.

Authors:  Matthew R Medeiros; John L Wood
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

3.  An aza-Prins cyclization approach to functionalized indolizidines from 2-allylpyrrolidines.

Authors:  Xiaoxi Liu; Michael P McCormack; Stephen P Waters
Journal:  Org Lett       Date:  2012-10-25       Impact factor: 6.005

Review 4.  Mannich base-connected syntheses mediated by ortho-quinone methides.

Authors:  Petra Barta; Ferenc Fülöp; István Szatmári
Journal:  Beilstein J Org Chem       Date:  2018-03-06       Impact factor: 2.883

Review 5.  Bakuchiol - a natural meroterpenoid: structure, isolation, synthesis and functionalization approaches.

Authors:  T P Adarsh Krishna; Baldev Edachery; Sunil Athalathil
Journal:  RSC Adv       Date:  2022-03-21       Impact factor: 3.361

6.  Collective total synthesis of C4-oxygenated securinine-type alkaloids via stereocontrolled diversifications on the piperidine core.

Authors:  Sangbin Park; Gyumin Kang; Chansu Kim; Dongwook Kim; Sunkyu Han
Journal:  Nat Commun       Date:  2022-09-02       Impact factor: 17.694

7.  Synthesis and Conformational Analysis of Naphthoxazine-Fused Phenanthrene Derivatives.

Authors:  Khadija Belasri; Leila Topal; Matthias Heydenreich; Andreas Koch; Erich Kleinpeter; Ferenc Fülöp; István Szatmári
Journal:  Molecules       Date:  2020-05-28       Impact factor: 4.411

  7 in total

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