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Title:
OPTICALLY ACTIVE OXAZOLINES AND PRODUCTION OF ASYMMETRIC CYCLOPROPANECARBOXYLIC ACIDS USING THE SAME
Document Type and Number:
Japanese Patent JPH0987259
Kind Code:
A
Abstract:

To obtain a new compound useful as an asymmetric ligand in producing asymmetric cyclopropanecarboxylic acids by a short process in good yield from inexpensive raw materials by reacting olefins with diazoacetic acid esters in the presence of a copper salt.

This compound is represented by formula I [X is a substituent group of formula I or III (R1 and R2 are each an alkyl, an aralkyl, etc.; R3 is a substitutable aryl; R4 is hydroxyl or amino); R5 to R8 are each H, an aryl, etc., with the proviso that at least R5 and R6 are not same; * is an asymmetric carbon; (*) exhibits possibility of asymmetric carbon], e.g. (4R)-2-(2-hydroxy-2,2- diphenylethyl)-4-phenyloxazoline. The compound is obtained by reacitng 2methyloxazolines of formula IV with ketones of the formula, R1COR2, arylcarboxylic acid esters of the formula, R3COOR14 (R14 is an alkyl) or arylnitriles of the formula, R3CN in the presence of a strong base, preferably at -80°C to 0°C.


Inventors:
IKEHIRA HIDEYUKI
YANAGAWA MASAO
Application Number:
JP25083695A
Publication Date:
March 31, 1997
Filing Date:
September 28, 1995
Export Citation:
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Assignee:
SUMITOMO CHEMICAL CO
International Classes:
C07D263/10; B01J31/02; C07B61/00; C07C51/00; C07C61/04; C07D263/14; (IPC1-7): C07D263/14; B01J31/02; C07C51/00; C07C61/04; C07D263/10
Attorney, Agent or Firm:
Takashi Kuboyama (1 person outside)