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)。