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Title:
MANUFACTURING METHOD OF OPTICAL ACTIVE ALCOHOL
Document Type and Number:
Japanese Patent JP2016098207
Kind Code:
A
Abstract:
PROBLEM TO BE SOLVED: To provide a method for providing optical active alcohol capable of being a perfume material or a cold sensation raw material with high optical purity and high selectivity by conducting an asymmetric carbonyl-en ring closure reaction in the same molecule and a method for providing optical active alcohol where a carbon-carbon double bond of the optical active alcohol is hydrogenated.SOLUTION: There is provided a method for providing optical active alcohol by an asymmetric ring closure reaction of an achiral aldehyde compound having a formyl group and a carbon-carbon double bond capable of conducting an asymmetric carbonyl-en ring closure reaction in the same molecule in a presence of a specific asymmetric aluminum catalyst as exemplified in the following reaction formula.SELECTED DRAWING: None

Inventors:
ITO HISANORI
HORI YASUSHI
Application Number:
JP2014237882A
Publication Date:
May 30, 2016
Filing Date:
November 25, 2014
Export Citation:
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Assignee:
TAKASAGO PERFUMERY CO LTD
International Classes:
C07C29/56; B01J23/44; B01J31/22; C07B53/00; C07C29/17; C07C35/08
Domestic Patent References:
JP2002212121A2002-07-31
JP2009510005A2009-03-12
JP2009510006A2009-03-12
JP2011246366A2011-12-08
JP2010534216A2010-11-04
Foreign References:
WO2009144906A12009-12-03
WO2014014035A12014-01-23
WO2014077321A12014-05-22
DE102005023953A12006-11-23
Other References:
SAKANE, SOICHI ET AL.: "Asymmetric cyclization of unsaturated aldehydes catalyed by a chyral lewis acid", TETRAHEDRON, vol. 42, no. 8, JPN6018021183, 1986, pages 2203 - 2209, ISSN: 0003932626
坂根壮一ほか: "有機アルミニウムを用いる不飽和アルデヒドの閉環反応", 日本化学会誌, vol. 3, JPN2085001175, 1965, pages 324 - 327, ISSN: 0003932627
MAEDA, HIRONORI ET AL.: "A dual catalyst system provides the shortest pathway for L-menthol synthesis", CHEM COMMUN, vol. 48, no. 12, JPN6018021184, 2012, pages 1772 - 1774, ISSN: 0003812141
IMACHI, SHOHEI ET AL.: "Intramolecular carbonyl-ene reaction of citronellal to isopulegol over ZnBr2-loading mesoporous sili", J MOL CATAL A CHEM, vol. vol.272 no.1-2, JPN6018021185, 2007, pages 174 - 181, ISSN: 0003812142
Attorney, Agent or Firm:
Patent business corporation glory patent office
Yuriko Hamada
Furudate Kutanko
Tomoko Yamazaki