OPTICALLY ACTIVE TITANIUM-SALAN COMPOUNDS AND PROCESS FOR PRODUCTION THEREOF

WIPO Patent Application WO/2010/013809

A1

Provided are optically active titanium-salan compounds useful for asymmetric epoxidation and a process for efficient production thereof. In isolating an optically active titanium-salan compound useful for asymmetric epoxidation as a di-μ-oxo titanium salan complex, the complex has been found to be present as a mixture of three geometrical isomers.  By comparing the catalytic performances of the major two of the three geometrical isomers, it has been found that the homochiral complex gives a higher ultimate yield than that of the pseudo-heterochiral complex in asymmetric epoxidation.  In the production of optically active titanium -salan compounds, therefore, a study has been made on production technique which enables efficient formation of a homochiral complex of an optically active titanium-salan compound and which makes it possible to exclude a pseudo-heterochiral complex of an optically active titanium-salan compound as completely as possible, the homochiral complex being represented by the general formula (A) or (A’) and being superior to the pseudo-heterochiral complex in catalytic performance.  As a result, a technique for producing a homochiral complex of an optically active titanium-salan compound efficiently in a high isolation yield and with high chemical purity has been established by using a nitrile-, ether-, or aromatic hydrocarbon-type organic solvent in the production of the titanium-salan compound.

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KONDO SHOICHI (JP)
SARUHASHI KOWICHIRO (JP)
SEKI KENICHI (JP)
MIYAJI KATSUAKI (JP)
MATSUMOTO KAZUHIRO (JP)
KATSUKI TSUTOMU (JP)
KUBO TAKUYA (JP)

PCT/JP2009/063669

February 04, 2010

July 31, 2009

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NISSAN CHEMICAL IND LTD (JP)
KONDO SHOICHI (JP)
SARUHASHI KOWICHIRO (JP)
SEKI KENICHI (JP)
MIYAJI KATSUAKI (JP)
MATSUMOTO KAZUHIRO (JP)
KATSUKI TSUTOMU (JP)
KUBO TAKUYA (JP)

C07F7/28; C07C215/48; C07C217/66; C07D303/04

WO2006087874A1	2006-08-24
WO2007105658A1	2007-09-20

MATSUMOTO ET AL.: "Construction of Pseudo- Heterochiral and Homo chiral Di-p-oxotitanium (Schiff base) Dimers and Enantioselec tive Epoxidation Using Aqueous Hydrogen Peroxide", ANGEWANDTE CHE MIE INTERNATIONAL EDITION, vol. 44, no. 31, 2005, pages 4935 - 4939

HANABUSA, Tsuneo et al. (Shin-Ochanomizu Urban Trinity 2, Kandasurugadai 3-chom, Chiyoda-ku Tokyo 62, JP)

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