本論文主要以天然樟腦為起始物合成出的新型掌性配位基，應用在二乙基鋅的不對稱加成反應上的研究。以2 mol %催化量的□-胺基醇23在室溫（25 °C）下不加入溶劑反應，選擇性最高可達93 % e.e.，反應時間只需要15分鐘。相較於其他的催化系統，我們所開發的催化劑使反應速度加快很多，如能再提高選擇性，相信在二乙基鋅的不對稱加成反應上將更有用。

The asymmetric addition of diethyl zinc to aldehydes were catalized by the chiral □-amino alcohol 23 derived from ketopinic acid in few stepts. When the addition of Et2Zn to benzaldehyde was conducted at room temperature in the presence of 2 mol % catalyst, 1-phenylpropanol was obtained in 93 % e.e. in 15 minute.

1.Calne, D. B.; Sandlar, M. Nature 1970, 226, 21.
2."Reagents, Catalysts and Building Blocks for Enantioselective Synthesis Resolving Agent" Merck's Chiralica.
3.Seyden-penne J. In "Chiral Auxiliaries and Ligands in Asymmetric Synthesis", John-Wiley and sons, New York, 1995.
4.Stinson, S. C. Chem. Eng. News 1992, 70, 46.
5.(a) Knowles, W. S.; Sabacky, M. J. J. Chem. Soc., Chem. Commun. 1968, 1445. (b) Noyori, R. Science 1990, 248, 1194. (c) Sharpless, K. B. J. Am. Chem. Soc. 1987, 109, 5765.
6.黃全德博士論文，國立清華大學化學系，1999年。
7.Wu, H. L.; Uang, B. J. Tetrahedron: Asymmetry, 2002, 13, 2625.
8.鄭丞博碩士論文，國立清華大學化學系，2004年。
9.Oguni, N.; Omi, T. Tetrahedron Lett. 1984, 25, 2823.
10.Soai, K.; Niwa, S. Chem. Rev. 1992, 92, 833.
11.Pu, L.; Yu, H. B. Chem. Rev. 2001, 101, 757.
12.Hursthouse, M. B.; Motevaili, M.; Obrien,P.; Walsh, J. R.; Jones, A. C. J. Mater. Chem. 1991, 1, 139.
13.吳學亮博士論文，國立清華大學化學系，2004年。
14.Kitamura, M.; Suga, S.; Kawai, K.; Noyori, R. J. Am. Chem. Soc. 1986, 108, 6071.
15.Kitamura, M.; Okada, S.; Suga, S.; Noyori, R. J. Am. Chem. Soc. 1989, 111, 4028.
16.Yamakawa, M.; Noyori, R. J. Am. Chem. Soc. 1995, 117, 6327.
17.Huang, C. D.; Uang, B. J. Tetrahedron: Asymmetry 1998, 9, 3979.
18.Kang, J.; Lee, J. W.; Kim, J. I. Chem. Commun. 1994, 2009.
19.Harding, M.; Anderson, J. C. Chem. Commun. 1998, 393.
20.Jimeno, C.; Moyano, A.; Riera, A.; Pericas, M. A. Synlett. 2001, 1155.
21.Rijnberg, E.; Jastrzebski, J. T. B. H.; Janssen, M. D.; Boersma, J.; van Koten, G. Tetrahedron: Lett. 1994, 35, 6521.
22.溫岩芳博士論文，國立清華大學化學系，2003年。
23.Kuhn, H.; Lanham, K.; Braslau, R. Tetrahedron: Lett. 1996, 37, 7933.
24.Hussein, M. A.; Iida, A.; Tomioka, K. Tetrahedron 1999, 55, 11219.
25.Procter, D. J.; Marchington, A. P.; Rayner, C. M. Tetrahedron 1999, 55, 9611.
26.Castillon, S.; Pericas, M. A.; Riera, A. Tetrahedron: Asymmetry 1996, 7, 3553.
27.葉財龍博士論文，國立清華大學化學系，1992年。
28.Kitamura, M.; Suga, S.; Niwa, M.; Noyori, R. J. Am. Chem. Soc. 1995, 117, 4832.
29.Puchot, C.; Samuel, O.; Dunach, E.; Zhao, S.; Agami, C.; Kagan, H. B. J. Am. Chem. Soc. 1986, 108, 2353.
30.Kitamura, M.; Suga, S.; Niwa, M.; Noyori, R. J. Am. Chem. Soc. 1998, 120, 9800.
31.Vilar, E. T.; Cerero, M.; Martinez, A. G. Tetrahedron: Asymmetry 2002, 13, 1.
32.Zhu, H. J.; Hao, X. J.; Dai, W. M. Tetrahedron: Asymmetry 2000, 11, 2315.
33.Watanabe, M.; Araki, S.; Butsugan, Y. J. O. C. 1991, 56, 2218.