一种手性辅助试剂C_2-对称二亚砜的合成方法研究

Study on the Synthesis of a Chiral Auxiliary of C 2 Symmetric Bissulfide

采用改良的Ｓｈａｒｐｌｅｓｓ氧化条件，以氢过氧化枯烯为氧化剂，成功地对二硫醚１进行了不对称氧化得到单亚砜６，其光学纯度为１００％，产率为６０％。用臭氧将单亚砜６进一步氧化，以３６％的产率和１００％ｅｅ得到Ｃ２对称二亚砜７，从而建立了合成Ｃ２－对称二亚砜７手性辅助试齐的有效方法。

Benzodithiepane 3 one (1) was asymmetrically oxidized successfully to give monosulfoxide (6) in 60% yield with 100% ee by using modified Sharpless oxidation of cumene hydroperoxide oxide reagent. Then 6 was oxidized with ozone to give C 2 symmetric bissulfoxide (7) in 36% yield. Thus the C 2 symmetric chiral auxiliary of 1,5 benzodithiepane 3 one 1,5 dioxide (7) can be synthesized effectively.