PRODUCTION OF OPTICALLY ACTIVE PIPERIDINES

PROBLEM TO BE SOLVED: To obtain the subject compound useful as a medicine, agrochemical, perfume, etc., by reacting a specific aldimine compound with a specific Danishefsky's diene in the presence of an optically active Lewis acid catalyst. SOLUTION: (A) An aldimine of formula I (R is a hydroca...

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Bibliographic Details
Main Author KOBAYASHI OSAMU
Format Patent
LanguageEnglish
Published 27.07.1999
Edition6
Subjects
APPARATUS THEREFOR
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
PERFORMING OPERATIONS
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
THEIR RELEVANT APPARATUS
TRANSPORTING
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Summary:PROBLEM TO BE SOLVED: To obtain the subject compound useful as a medicine, agrochemical, perfume, etc., by reacting a specific aldimine compound with a specific Danishefsky's diene in the presence of an optically active Lewis acid catalyst. SOLUTION: (A) An aldimine of formula I (R is a hydrocarbon or the like which may have a functional group; R is a hydrocarbon or the like having OH at α-position) is reacted with (B) a Danishefsky's diene of formula II (R is H or the like; R is a hydrocarbon; R1 to R3 are each a hydrocarbon) in the presence of (C) an optically active Lewis acid catalyst to provide the objective compound of formula IV, etc., [e.g. a compound of formula V (Ph is phenyl)]. The component A include e.g. a material synthesized from O-tolualdehyde and 2-aminophenol. The component C is preferably a catalyst obtained by modifying zirconium as a center metal with optically active 1,1-bi-2-naphthols and a nitrogen-containing cyclic compound.
Bibliography:Application Number: JP19980000621