第一部份
我們發現若使用催化量鈦金屬及peroxide存在時可以使一系列的具有二級醇化合物氧化成酮類。

第二部份

一開始我們會利用樟腦(camphor)這個天然物以及它本身所具有的不對稱中心來當起始物，並且會使用一系列的合成步驟讓它造就出新的兩個不對稱中心，接著與pyridine-2,6-dicarbonitrile形成一個具有C2對稱且擁有Tri-Dantate(三牙基)結構的金屬配位基，然後與鈦金屬(Ti)結合形成一個路易士酸(Lewis acid)之後就可以去進行讓Allyl Alcohol 形成Epoxide的催化不對稱合成的反應！

We found that the combination of titanium-tetra chloride with t-butyl hydrogen peroxide (TBHP) can oxidize the series of organic compound with secondary alcohol converse to ketone.

Camphor is widely applied to catalytic asymmetric synthesis because of it`s two nature chiral center. We design and synthesis β-amino alcohol from camphor by a very highly stereos elective route. Then we further use the β-amino alcohol to form C2-symmetry chiral ligand. Finally, we use the C2-symmetry chiral ligand to perform the catalytic asymmetric epoxidation synthesis with titanium.

參考資料
1.Steven, R.V.；Chapman, K.T.；H.N. J. Org. Chem. 1980,45,2030.

2.Steven, R.V.；Chapman, K.T；Stubbs, C.A.；Tam, W.W；Kim F.A. Tetrahedron Letters.1982,23,4647

3.Tomioka, H.；Oshima, K.；Nozaki, H. Tetrahedron Letters 1982,23,539.

4.Alexander, M.；Derek, W.Y. Synthesis 1979,401.

5.Thuan, S. L. T.；Wiemann, J. C. R. Acad. Sci. Ser C 1972,272,233.

6.Thuan, S. L. T.；Maitte, P. Tetrahedron Letters 1975,16,2027.

7.Eckert-Maksic, M.；Tusek, L.；Sumko, D. E. Croat. Chim. Acta 1971,43,79.

8.Fetizon, M.；Golfier, M.；Louis, J.-M. Tetrahedron 1975,31,171.

9.Aldea, R.；Alper, H. J. Org. Chem. 1998,63,9425.；Cristiane Pilissão ； Maria da Graça Nascimento Tetrahedron Asymmetry2006, 17,428.

10.Musa, M. M. ；Ziegelmann-Fjeld, K. I.；Vieille, C.；Zeikus, J. G.；Phillips, R. S. J. Org. Chem. 2007,72,30.；Nikos S. Hatzakis；Ioulia Smonou Bioorganic. Chem.2005,33,325.

11.我們比較TiCl4與Ti(O-iPr)4的氧化能力發現前者能力比後者強。在這進行這反應同時，我們測試TiCl4與Ti(O-iPr)4與TBHP和1I來進行反應，後來發現前者反應過後絕大多數都是起始物；後者反而是以環氧化合物為居多。

12.我們也測試過把TBHP加倍看是否有得到兩端皆氧化的產物，後來發現仍就無法得到，而只是把更多1L轉變成2L。

13.Organic Chemistry；Bruice, P. Y.,3rded；Santa Barbara,2001.

14.Jorgensen, K. A. Chem. Rev.1989,89,431.

15.Williams, I. D.；Pedersen, S. F；Sharpless, K. B.；Lippard, S. J. J.Am.Chem.Soc.1984,106,6430.

16.Katsuki, T.；Sharpless, K. B.J.Am.Chem.Soc.1980,102,5974

17.Sharpless, K. B.；Woodard, S. S.；Finn, M. G. Pure & Appl. Chem.,1983, 55, 1823.

18.Jorgensen, K. A.；Wheeler, R. A.；Hoffmann, R. J.Am.Chem.Soc. 1987,109,3240.

19.Roy, S.；Chakrabort, A. K. Tetrahedron Letters 1998,39,6355.

20.Chittenden, R. A.；Cooper, G. H. J.Chem.Soc.C,1970,49.

21.Hansen, K. B.；Chilenski, J. R.；Desmond, R.；Devine, P. N.；Grabowski, E. J. J.；Heid, R.；Kubryk, M.；Mathre, D. J.；Varsoloma, R. Tetrahedron Asymmetry 2003,14,3581.

22.Lerestif, J. M.；Perrocheau, J.；Tonnard, F.；Bazureau, J. P.；Hamelin, J. Tetrahedron 1995,51,6757.

23.Breton, P；Andre-Barres, C；Langlois, Y. Synthetic Communication, 1992,22,2543.；Paul, M.；Christelle, B. Helvetica Chimica Acta 2001,84,1093.

24.Hill, J. G.；Rossiter, B. E.；Sharpless, K. B. J. Org. Chem. 1983,48,3607.

25.Moseley, J. D.；Staunton, J. Tetrahedron Asymmetry 1998,9,3619.