申请人:Sumitomo Chemical Company, Limited
公开号:US04069385A1
公开(公告)日:1978-01-17
In the preparation of olefin derivatives having an ester group at the allylic position (hereinafter referred to as "allylic ester(s)") which comprises reacting an olefin having at least one hydrogen atom at the allylic position and which will produce an allylic ester having an asymmetric carbon atom with an organic peroxide in the presence of a copper catalyst, a method for producing optically active allylic esters characterized by using, as the copper catalyst, an optically active copper complex derived from an optically active compound selected from the group consisting of Schiff's bases of the formula: ##STR1## and amino acids of the formula: ##STR2## wherein R.sub.0 is an optically active alkyl, cycloalkyl, aralkyl or aryl group which may contain an unsaturated bond and/or a substituent having a hetero atom, X and Y are each a hydrogen atom, an alkyl, cycloalkyl, aralkyl or aryl group, or a substituent having a hetero atom, R.sub.1 and R.sub.2 are each a hydrogen atom, or an alkyl, cycloalkyl, aralkyl or aryl group which may contain an unsaturated bond and/or a substituent having a hetero atom, R.sub.3 is an alkyl, cycloalkyl, aralkyl or aryl group which may contain an unsaturated bond and/or a substituent having a hetero atom, or when R.sub.3 is linked together with R.sub.2, they form a divalent hydrocarbon group including or not including a hetero atom and which is optionally substituted with a substituent having a hetero atom, and the asterisk (*) indicates an asymmetric carbon atom.
在制备具有烯烃衍生物的烯丙基位置上有酯基(以下简称“烯丙基酯”)的过程中,包括将至少在烯丙基位置上具有一个氢原子的烯烃与有机过氧化物在铜催化剂存在下反应,产生具有不对称碳原子的烯丙基酯的方法,其特征在于使用光学活性铜络合物作为铜催化剂,所述铜络合物源自从Schiff碱的公式: 以及氨基酸的公式: 中选择的光学活性化合物,其中R.sub.0是一个光学活性的烷基、环烷基、芳基或芳基,可能含有不饱和键和/或含有杂原子的取代基,X和Y分别是氢原子、烷基、环烷基、芳基或芳基,或含有杂原子的取代基,R.sub.1和R.sub.2分别是氢原子、烷基、环烷基、芳基,可能含有不饱和键和/或含有杂原子的取代基,R.sub.3是烷基、环烷基、芳基,可能含有不饱和键和/或含有杂原子的取代基,或当R.sub.3与R.sub.2连在一起时,它们形成一个包含或不包含杂原子的二价碳氢基团,并且可以用含有杂原子的取代基进行取代,星号(*)表示一个不对称碳原子。