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掌性釩錯合物催化之不對稱反應:硫醇與環氧丙烷之反應
Thesis

掌性釩錯合物催化之不對稱反應:硫醇與環氧丙烷之反應

黃毓傑
Masters, National Tsing Hua University
2001

Abstract

氮,氮-雙[3’, 5’-二特丁基亞柳基]-1,2-環己二胺環氧丙烷三甲基矽苯硫醚不對稱開環反應2-硫苯基環己醇 (R,R)-cyclohexanediamine3,5-di-tert-butyl-2-hydroxybenzaldehyde2-(phenylthio)cyclohexanolβ-hydroxylsulfidesAsymmetric
Asymmetric syntheses of β-hydroxylsulfides are carried out by using chiral VO(salen) 18 complex at low temperature. The complex 18 is prepared from 3,5-di-tert-butyl-2-hydroxybenzaldehyde with optically pure (R,R)-cyclohexanediamine followed by reflux with VO(acac)2 in two steps. Complex 18 is stable at room temperature and easy to prepare.In our research, the enantioselectivity of products are carried out by charging chiral ligand, solvent, lewis acid, substrate and maintaining at different temperatures (-30oC-rt). The active catalyst is prepared from 5 mol% of 18 in ether at –30oC, obtained 2-(phenylthio)cyclohexanol in 73% ee.

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