Remote Control of the C-3-C-4 Double-Bond Epoxidation of a Chiral 1,2-Dihydroquinoline: Application to the Synthesis of (-)-(R)-Sumanirole (PNU-95666E)

Autor: Michel Evain, Sylvain Collet, André Guingant, Frédéric Macé, Ludivine Jean-Gérard, Mickaël Pauvert, Anh Ngoc Ngo, Hélène Dentel

Publikováno v: European Journal of Organic Chemistry
European Journal of Organic Chemistry, Wiley-VCH Verlag, 2012, 2012 (22), pp.4240. ⟨10.1002/ejoc.201200344⟩

International audience; A twelve-step synthesis of (-)-(R)-sumanirole starting from quinoline is described. The first synthetic approach, using a chiral Reissert adduct, was too problematic to be pursued further. In the second successful approach, th

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5197beeff365cbce554fc93afcf088cf
https://hal.archives-ouvertes.fr/hal-00866183

A New Synthesis of (R)-(-)-Sumanirole (PNU-95666E)

Autor: Ludivine Jean-Gérard, Anh Ngoc Ngo, Sylvain Collet, Frédéric Macé, Michel Evain, André Guingant, Hélène Dentel

Publikováno v: SYNLETT
SYNLETT, Georg Thieme Verlag, 2010, pp.1473. ⟨10.1055/s-0029-1219942⟩

International audience; A twelve-step synthesis of (R)-(-)-sumanirole hydrochloride, starting from quinoline, has been achieved. The key reaction features selective epoxidation of the C3-C4 double bond of a 1,2-dihydroquinoline bearing a chiral auxil

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::18a048627c52257299a55abf257c40a3
https://hal.archives-ouvertes.fr/hal-00628401