C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 207/26 (2006.01) C07C 201/12 (2006.01)
Patent
CA 2523356
A method of synthesizing a chiral compound having a quarternary carbon atom bearing diastereotopic groups from (a) a nitroolefin and (b) an .alpha.- substituted .beta.-dicarbonyl or an equivalent compound having an acidic C-H moiety compound is disclosed. A subsequent intramolecular reaction between one of the substituents comprising the stereogenic carbon atom and one of the diastereotopic groups comprising the quaternary carbon atom creates a new compound having two contiguous stereogenic centers, one of which is quaternary, with control over the relative stereochemistry.
L'invention concerne un procédé de synthèse d'un composé chiral contenant un atome de carbone quaternaire portant des groupes diastéréotopiques constitués à partir de : (a) une nitro-oléfine et, (b) un .szlig.-dicarbonyle a-substituté ou un composé équivalent contenant un composé à fraction C-H acide. L'invention concerne également une réaction intramoléculaire ultérieure entre un des substituants contenant l'atome de carbone stéréogène et un des groupes diastéréotopiques contenant l'atome de carbone quaternaire. Ladite réaction produit un nouveau composé contenant deux centres stéréogènes contigus, un des centres étant quaternaire. Les centres stéréogènes ont le contrôle de la stéréochimie relative.
Barnett Brad
Demattei John
Nichols Paul
Piscopio Anthony
Schultze Liza M.
Icos Corporation
Ridout & Maybee Llp
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