Literature DB >> 15673243

Asymmetric epoxidation of cis-alkenes mediated by iminium salts: highly enantioselective synthesis of levcromakalim.

Philip C Bulman Page1, Benjamin R Buckley, Harry Heaney, A John Blacker.   

Abstract

[reaction: see text] A range of cis-substituted olefins has been epoxidized with a new dihydroisoquinolinium salt catalyst, using tetraphenylphosphonium monoperoxysulfate as the stoichiometric oxidant, giving ee's of up to 97%. The reaction has been used as the key step in an enantioselective synthesis of the antihypertensive agent levcromakalim.

Entities:  

Year:  2005        PMID： 15673243     DOI： 10.1021/ol047836h

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


  2 in total

1.  Asymmetric Epoxidation of Olefins with Sodium Percarbonate Catalyzed by Bis-amino-bis-pyridine Manganese Complexes.

Authors:  Varvara A Drozd; Roman V Ottenbacher; Konstantin P Bryliakov
Journal:  Molecules       Date:  2022-04-14       Impact factor: 4.927

2.  Kinetic resolution in asymmetric epoxidation using iminium salt catalysis.

Authors:  Philip C Bulman Page; Louise F Appleby; Yohan Chan; David P Day; Benjamin R Buckley; Alexandra M Z Slawin; Steven M Allin; Michael J McKenzie
Journal:  J Org Chem       Date:  2013-08-06       Impact factor: 4.354
  2 in total

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