METHOD FOR PRODUCING OPTICALLY ACTIVE ALCOHOL

WIPO Patent Application WO/2011/062280

A1

Disclosed is a method for obtaining an optically active alcohol by highly enantioselective secondary alkylation, while suppressing side reactions. Specifically disclosed is a method for producing an optically active alcohol, which comprises (A) a step of obtaining an organic zinc compound by reacting a zinc halide, a metal alkoxide and RMgY (wherein R represents a secondary hydrocarbon group and Y represents a halogen atom) and (B) a step of causing a carbonyl compound to react with the organic zinc compound in the presence of a phosphoroamide compound (1). In the step (A), the amount of RMgY is not more than 1.8 equivalents per one equivalent of the zinc halide. (In formula (1), R1-R5 each independently represents a monovalent hydrocarbon group, and R2 and R3 are each bonded to a phosphorus atom directly or via an atom other than a carbon atom; X represents an oxygen atom or a sulfur atom; and A represents a methylene group or a carbonyl group.)

JP6481171	(6R, 10R) -6,10,14-trimethylpentadecane prepared from 6,10-dimethylundeca-5-en-2-one or 6,10-dimethylundeca-5,9-dien-2-one -2-on
WO/1999/015481	ASYMMETRIC HYDROGENATION
JP3862784	NEW BISPHOSPHINE COMPOUND USEFUL AS CATALYST FOR ASYMMETRIC REACTION

ISHIHARA KAZUAKI (JP)
HATANO MANABU (JP)

PCT/JP2010/070745

May 26, 2011

November 19, 2010

Click for automatic bibliography generation  

UNIV NAGOYA NAT UNIV CORP (JP)
SEKISUI MEDICAL CO LTD (JP)
ISHIHARA KAZUAKI (JP)
HATANO MANABU (JP)

C07B53/00; C07C29/40; C07C31/133; C07C31/135; C07C33/03; C07C33/14; C07C33/20; C07C33/34; C07C33/46; C07C33/50; C07C41/30; C07C43/23; C07D307/12; C07D333/16; C07B61/00; C07F3/06

WO2008111371A1

2008-09-18

TOMOKAZU MIZUNO ET AL.: "Catalytic Enantioselective Synthesis of Tertiary Alcohols with Grignard Reagents", 89TH ANNUAL MEETING OF CHEMICAL SOCIETY OF JAPAN IN SPRING KOEN YOKOSHU II, THE CHEMICAL SOCIETY OF JAPAN, - 13 March 2009 (2009-03-13), pages 1137
MANABU HATANO ET AL.: "Highly Alkyl-Selective Addition to Ketones with Magnesium Ate Complexes Derived from Grignard Reagents", ORGANIC LETTERS, vol. 7, no. 4, 2005, pages 573 - 576
MANABU HATANO ET AL.: "Highly Efficient Alkylation to Ketones and Aldimines with Grignard Reagents Catalyzed by Zinc(II) Chloride", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 128, 2006, pages 9998 - 9999

KOJIMA SEIJI (JP)
Seiji Kojima (JP)

View/Download PDF      PDF Help

Previous Patent: METHOD OF EXAMINING DEFECTS, WAFER SUBJECTED TO DEFECT EXAMINATION OR SEMICONDUCTOR ELEMENT MANUFACT...

Next Patent: GLASS MELTING FURNACE, MOLTEN GLASS MANUFACTURING METHOD, GLASS PRODUCT MANUFACTURING DEVICE, AND GL...