申请人:NIPPON CHEMICAL INDUSTRIAL COMPANY LIMITED
公开号:EP1650216A1
公开(公告)日:2006-04-26
Primary phosphine represented by formula (1):
[Chem. 1] R-PH2 (1)
(wherein R represents a linear, branched, or cyclic alkyl group having 2 to 20 carbon atoms) is reacted with a compound represented by formula (2):
[Chem. 2] Y-CnH2n-Y (2)
(wherein Y represents a halogen atom or a leaving group selected from -OTs, -OTf, and -OMs, and n represents a number of 3 to 6) in the presence of a base; the product is reacted with boron trihydride, oxygen, or sulfur to obtain a phosphorus heterocyclic compound represented by formula (3):
(wherein R represents the same as the above, n represents a number of 1 to 4, X represents a boron trihydride group, an oxygen atom, or a sulfur atom, and === represents a single bond when X is a boron trihydride group or a double bond when X is an oxygen atom or sulfur atom); the resultant compound is dimerized to produce a phosphorus heterocyclic dimer represented by formula (4):
(wherein R, n, and X represent the same as the above); and then oxygen, sulfur, or borane is removed from the resultant phosphorus heterocyclic dimer to obtain an optically active phosphorus heterocyclic dimer represented by formula (5):
(wherein R and n represent the same as the above).
式 (1) 所代表的伯胺膦:
[化学 1] R-PH2 (1)
(其中 R 代表具有 2 至 20 个碳原子的直链、支链或环状烷基)与式 (2) 所代表的化合物反应:
[化学 2] Y-CnH2n-Y (2)
(其中 Y 代表卤原子或选自-OTs、-OTF 和-OMs 的离去基团,n 代表 3 至 6 的数字)在碱存在下反应;产物与三氢化硼、氧或硫反应,得到式(3)代表的磷杂环化合物:
(其中 R 代表与上述相同,n 代表 1 至 4 的数字,X 代表三硼氢基、氧原子或硫原子,当 X 为三硼氢基时,===== 代表单键,当 X 为氧原子或硫原子时,===== 代表双键);将所得化合物二聚,生成式(4)代表的磷杂环二聚物:
(其中 R、n 和 X 的代表与上述相同);然后从得到的磷杂环二聚体中除去氧、硫或硼烷,得到由式(5)表示的具有光学活性的磷杂环二聚体:
(其中 R 和 n 的代表与上述相同)。