Literature DB >> 11574022

Intramolecular Mannich reaction in the asymmetric synthesis of polysubstituted piperidines: concise synthesis of the dendrobate alkaloid (+)-241D and its C-4 epimer.

F A Davis1, B Chao, A Rao.   

Abstract

[reaction: see text] The intramolecular Mannich reaction of delta-amino beta-keto esters with aldehydes and ketones is a new methodology for the synthesis of polysubstituted piperidines and is illustrated by the concise asymmetric synthesis of the dendrobate alkaloid (+)-241D and its C-4 epimer.

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Year:  2001        PMID: 11574022     DOI: 10.1021/ol0164839

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


  5 in total

1.  Asymmetric synthesis of substituted tropinones using the intramolecular mannich cyclization reaction and acyclic N-sulfinyl beta-amino ketone ketals.

Authors:  Franklin A Davis; Naresh Theddu; Paul M Gaspari
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005

2.  Synthesis of polysubstituted pyrroles from sulfinimines (N-sulfinyl imines).

Authors:  Franklin A Davis; Kerisha A Bowen; He Xu; Venkata Velvadapu
Journal:  Tetrahedron       Date:  2008-05-05       Impact factor: 2.457

3.  PEG-embedded KBr(3): A recyclable catalyst for multicomponent coupling reaction for the efficient synthesis of functionalized piperidines.

Authors:  Sanny Verma; Suman L Jain; Bir Sain
Journal:  Beilstein J Org Chem       Date:  2011-09-28       Impact factor: 2.883

4.  Organocatalytic Enantioselective γ-Position-Selective Mannich Reactions of β-Ketocarbonyl Derivatives.

Authors:  Venkati Bethi; Fujie Tanaka
Journal:  Org Lett       Date:  2022-09-12       Impact factor: 6.072

5.  Crystal structures of two chiral piperidine derivatives: 1-[(1R)-2-hy-droxy-1-phenyl-eth-yl]piperidin-4-one and 8-[(1S)-1-phenyl-eth-yl]-1,4-dioxa-8-aza-spiro-[4.5]decane-7-thione.

Authors:  Nancy Romero; Sylvain Bernès; Luis F Roa; Joel L Terán; Dino Gnecco
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-09-26
  5 in total

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