Literature DB >> 15101769

A concise asymmetric route to the bridged bicyclic tropane alkaloid ferruginine using enyne ring-closing metathesis.

Varinder K Aggarwal1, Christopher J Astle, Mark Rogers-Evans.   

Abstract

[reaction: see text] Enyne metathesis has been used to prepare bridged azabicycles and applied in a short asymmetric synthesis of the tropane ferruginine. A Grubbs first generation catalyst proved to be superior to the second generation catalyst in the enyne metathesis reaction.

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Year:  2004        PMID： 15101769     DOI： 10.1021/ol049665m

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


  5 in total

1.  Stereoselective synthesis of cis-2,5-disubstituted pyrrolidines via Wacker-type aerobic oxidative cyclization of alkenes with tert-butanesulfinamide nucleophiles.

Authors:  Joanne E Redford; Richard I McDonald; Matthew L Rigsby; Joshua D Wiensch; Shannon S Stahl
Journal:  Org Lett       Date:  2012-02-21       Impact factor: 6.005

2.  Ruthenium Vinyl Carbene Intermediates in Enyne Metathesis.

Authors:  Steven T Diver
Journal:  Coord Chem Rev       Date:  2007-03-01       Impact factor: 22.315

3.  Endo-selective enyne ring-closing metathesis promoted by stereogenic-at-Mo monoalkoxide and monoaryloxide complexes. Efficient synthesis of cyclic dienes not accessible through reactions with Ru carbenes.

Authors:  Yeon-Ju Lee; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-08-05       Impact factor: 15.419

4.  Synthesis of the Siderophore Coelichelin and Its Utility as a Probe in the Study of Bacterial Metal Sensing and Response.

Authors:  Jade C Williams; Jessica R Sheldon; Hunter D Imlay; Brendan F Dutter; Matthew M Draelos; Eric P Skaar; Gary A Sulikowski
Journal:  Org Lett       Date:  2019-01-15       Impact factor: 6.072

5.  A regio- and stereoselective ω-transaminase/monoamine oxidase cascade for the synthesis of chiral 2,5-disubstituted pyrrolidines.

Authors:  Elaine O'Reilly; Cesar Iglesias; Diego Ghislieri; Jennifer Hopwood; James L Galman; Richard C Lloyd; Nicholas J Turner
Journal:  Angew Chem Int Ed Engl       Date:  2014-01-29       Impact factor: 15.336
  5 in total

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