Literature DB >> 12203649

An efficient synthesis of (±)-narwedine and (±)-galanthamine by an improved phenolic oxidative coupling.

M Node1, S Kodama, Y Hamashima, T Baba, N Hamamichi, K Nishide.   

Abstract

Old problems, new ideas! The biomimetic phenol coupling of norbelladine derivatives such as 1 (Bn = benzyl) to form galanthamine (2), a drug used in the treatment of Alzheimer's disease, has been greatly improved by the use of the hypervalent-iodine oxidation reagent phenyliodine(III) bis(trifluoroacetate) (PIFA).
Copyright © 2001 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.

Entities:  

Keywords:  biomimetic synthesis; drug research; enzyme inhibitors; iodine reagents; oxidation

Year:  2001        PMID: 12203649     DOI: 10.1002/1521-3773(20010817)40:16<3060::AID-ANIE3060>3.0.CO;2-#

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

Review 1.  Chemical and biological aspects of Narcissus alkaloids.

Authors:  Jaume Bastida; Rodolfo Lavilla; Francesc Viladomat
Journal:  Alkaloids Chem Biol       Date:  2006

2.  Total synthesis of platensimycin and related natural products.

Authors:  K C Nicolaou; Ang Li; David J Edmonds; G Scott Tria; Shelby P Ellery
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

3.  Molecular recognition between 4a S/R-galanthamine diastereoisomers and alpha-cyclodextrin.

Authors:  Ming Sun; Xiaohong Liu; Liushui Yan; Guoan Luo; Yufen Zhao
Journal:  J Mol Model       Date:  2003-10-07       Impact factor: 1.810

  3 in total

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