申请人:Sumitomo Chemical Company, Limited
公开号:US04197408A1
公开(公告)日:1980-04-08
A process for the production of an optically active chrysanthemate which comprises reacting 2,5-dimethyl-2,4-hexadiene with a diazoacetate of the formula: N.sub.2 CHCOOR wherein R is selected from the group consisting of (a) cycloalkyl group with or without substituent(s) whose total carbon atom number is 5-20, (b) tertiary aralkyl group whose carbon atom number is 9 to 20, and (c) tertiary alkyl group with or without alkoxy substituent(s) whose total carbon atom number is 4-20, in the presence of a copper complex coordinated with a chiral Schiff base of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R.sup.1 is selected from the group consisting of (a) alkyl groups whose carbon atom number is 1-10 and (b) aralkyl groups with or without alkoxy substituent(s), whose total carbon atom number is 7-20, R.sup.2 is selected from aryl groups with alkoxy substituent(s), whose total carbon atom number is 7-30, and each of X.sup.1 and X.sup.2 is selected from the group consisting of (a) hydrogen atom, (b) alkyl groups having 1-10 carbon atoms, (c) phenyl group, (d) alkoxy groups having 1-10 carbon atoms, (e) halogen atoms and (f) nitro group, or (g) X.sup.1 and X.sup.2 together form a benzo group.
生产光学活性菊酯的方法包括在存在铜配合手性席夫碱的情况下,将2,5-二甲基-2,4-己二烯与公式为N.sub.2 CHCOOR的重氮乙酸酯反应,其中R选自以下组:(a)环烷基,其总碳原子数为5-20,带或不带取代基;(b)碳原子数为9-20的三级芳基烷基;(c)碳原子数为4-20的三级烷基,带或不带烷氧基取代基。其中,C*为不对称碳原子,R.sup.1选自以下组:(a)碳原子数为1-10的烷基;(b)碳原子数为7-20的带或不带烷氧基取代基的芳基烷基。R.sup.2选自带烷氧基取代基的芳基,其总碳原子数为7-30,X.sup.1和X.sup.2各自选自以下组:(a)氢原子;(b)碳原子数为1-10的烷基;(c)苯基;(d)碳原子数为1-10的烷氧基;(e)卤素原子;(f)硝基;或(g)X.sup.1和X.sup.2共同形成苯环基。