Patent ID: 7282605
Filing Date: 2007-10-16
Classification: C07B,C07C,C12P

Abstract:
1. A process for producing an optically active 2-allylcarboxylic acid represented by the following formula (5); wherein R 4 represents a substituted or unsubstituted alkyl group containing 1 to 18 carbon atoms, a substituted or unsubstituted aryl group containing 6 to 20 carbon atoms or a substituted or unsubstituted aralkyl group containing 7 to 20 carbon atoms and *2 indicates that the carbon atom marked therewith is an asymmetric carbon atom; which comprises: (a) reacting a carboxamide compound represented by the following formula (2); wherein R 1 and R 2 each independently represents a substituted or unsubstituted alkyl group containing 1 to 18 carbon atoms, a substituted or unsubstituted aryl group containing 6 to 20 carbon atoms or a substituted or unsubstituted aralkyl group containing 7 to 20 carbon atoms, R 4 is as defined above and *1 indicates that the carbon atom marked therewith is an asymmetric carbon atom; with an organometallic compound and then further with a compound represented by the formula; wherein R 5 represents a substituted or unsubstituted alkyl group containing 1 to 18 carbon atoms, a substituted or unsubstituted aryl group containing 6 to 20 carbon atoms or a substituted or unsubstituted aralkyl group containing 7 to 20 carbon atoms; to give a 2-allylcarboxamide derivative represented by the following formula (3); wherein R 1 , R 2 , R 4 , R 5 , *1 and *2 are as defined above; (b) reacting the derivative (3) with a compound represented by the formula MOR to give a 2-allylcarboxylic acid ester derivative represented by the following formula (4); wherein R 4 , R 6 and *2 are as defined above; and (c) further hydrolyzing the derivative (4).