13721-17-0Relevant articles and documents
-
Woodward
, p. 1626 (1940)
-
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)
Jean-Gerard, Ludivine,MacE, Frederic,Ngo, Anh Ngoc,Pauvert, Mickael,Dentel, Helene,Evain, Michel,Collet, Sylvain,Guingant, Andre
supporting information; experimental part, p. 4240 - 4248 (2012/09/08)
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, the authors took advantage of the stereoselective epoxidation of a 1,2-dihydroquinoline bearing an Evans' chiral auxiliary at N-1. A twelve-step synthesis of (-)-(R)-sumanirole hydrochloride has been developed from quinoline. In the successful approach, the key reaction is a diastereoselective epoxidation of the C-3-C-4 double bond of a 1,2-dihydroquinoline bearing a chiral oxazolidinone-derived auxiliary at N-1.
2-substituted-1-acyl-1,2-dihydroquinoline derivatives
-
, (2008/06/13)
This invention relates to the use of 2-substituted-1-acyl-1,2-dihydroquinoline derivatives to increase high density lipoprotein cholesterol (HDL-C) concentration and as therapeutic compositions for treating atherosclerotic conditions such as dyslipoprotei
REISSERT COMPOUND STUDIES. LIII. A NEW SYNTHESIS OF REISSERT COMPOUNDS USING TRI-n-BUTYLTIN CYANIDE
Popp, Frank D.,Kant, Joydeep
, p. 2193 - 2195 (2007/10/02)
Reissert compounds were prepared by the reaction of the heterocyclic base and acyl halide with tri-n-butyltin cyanide in methylene chloride.
