Title:
METHOD FOR PRODUCING OPTICALLY ACTIVE 1,2-BIS(DIALKYLPHOSPHINO)BENZENE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2012/005200
Kind Code:
A1
Abstract:
An industrially advantageous method for producing an optically active 1,2-bis(dialkylphosphino)benzene derivative, wherein borane is removed from a phosphine-borane compound (1), followed by lithiation, then the reaction product is reacted with an alkyldihalogenophosphine represented by RaPX'2, and thereafter the reaction product is reacted with a Grignard reagent represented by RbMgX", whereby an optically active 1,2-bis(dialkylphosphino)benzene derivative (A) is produced. R1 and R2 each represent an alkyl group having 1 to 8 carbon atoms, and the number of carbon atoms is different between R1 and R2. Ra is either R1 or R2 and Rb is the other of R1 and R2. X, X', and X" each represent a halogen atom.
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Inventors:
TAMURA KEN (JP)
SUGIYA MASASHI (JP)
IMAMOTO TSUNEO (JP)
SUGIYA MASASHI (JP)
IMAMOTO TSUNEO (JP)
Application Number:
PCT/JP2011/065233
Publication Date:
January 12, 2012
Filing Date:
July 03, 2011
Export Citation:
Assignee:
NIPPON CHEMICAL IND (JP)
TAMURA KEN (JP)
SUGIYA MASASHI (JP)
IMAMOTO TSUNEO (JP)
TAMURA KEN (JP)
SUGIYA MASASHI (JP)
IMAMOTO TSUNEO (JP)
International Classes:
B01J31/24; C07F9/50; C07C67/303; C07C69/34; C07C231/12; C07C231/18; C07C233/47; C07D207/337; C07D307/54; C07B53/00; C07F15/00
Foreign References:
| JP2000319288A | 2000-11-21 | |||
| JP2010208993A | 2010-09-24 |
Other References:
YAMAMOTO, Y. ET AL.: "Facile Synthesis of Highly Congested 1,2-Diphosphinobenzenes from Bis(phosphine)boronium Salts", ORGANIC LETTERS, vol. 8, no. 26, 2006, pages 6103 - 6106
TAMURA, K. ET AL.: "Enantiopure 1,2-Bis(tert- butylmethylphosphino)benzene as a Highly Efficient Ligand in Rhodium-Catalyzed Asymmetric Hydrogenation", ORGANIC LETTERS, vol. 12, no. 19, 2010, pages 4400 - 4403
TAMURA, K. ET AL.: "Enantiopure 1,2-Bis(tert- butylmethylphosphino)benzene as a Highly Efficient Ligand in Rhodium-Catalyzed Asymmetric Hydrogenation", ORGANIC LETTERS, vol. 12, no. 19, 2010, pages 4400 - 4403
Attorney, Agent or Firm:
NIPPON CHEMICAL INDUSTRIAL CO., LTD. (JP)
Nippon Chemical Industrial Co., Ltd. (JP)
Nippon Chemical Industrial Co., Ltd. (JP)
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Claims:
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