Meyers恶唑啉合成法
手性恶唑啉作为手性引导因子或在亲核取代过程中加入手性助剂,进行不对称C-C键形成的反应。
反应机理
反应实例
参考文献
1. (a) Meyers, A. I.; Knaus, G.; Kamata, K. J. Am. Chem. Soc. 1974, 96, 268–270. While Albert I. Meyers was an assistant professor at Wayne State University, neighboring pharmaceutical firm Parke–Davis (Drs. George Moersch and Harry Crooks) donated several kilograms of (1S,2S)-(+)-2-amino-1-phenyl-1,3-propanediol (Meyers referred to it as the Parke–Davis diol), from which his chemistry with chiral oxazolines began. He taught at Colorado State University since 1972. Meyers passed away in 2007.【Albert I. Meyers在韦恩州立大学任副教授的时候,派德药厂 ( George Moersch 和Harry Crooks博士)就利用他的方法通过手性恶唑啉合成数公斤 (1S,2S)-(+)-2-amino-1-phenyl-1,3-propanediol(Meyers称其为Parke–Davis二醇)。后一直到1972年在科罗拉多州立大学任教。Meyers2007年去世。】 (b) Meyers, A. I.; Knaus, G. J. Am. Chem. Soc. 1974, 96, 6508–6510. (c) Meyers, A. I.; Knaus, G. Tetrahedron Lett. 1974, 15, 1333–1336. (d) Meyers, A. I.; Whitten, C. E. J.Am. Chem. Soc. 1975, 97, 6266–6267. (e) Meyers, A. I.; Mihelich, E. D. J. Org.Chem. 1975, 40, 1186–1187. (f) Meyers, A. I.; Mihelich, E. D. Angew. Chem. Int. Ed.1976, 15, 270–271. (Review). (g) Meyers, A. I. Acc. Chem. Res. 1978, 11, 375–381.(Review).
2. Meyers, A. I.; Yamamoto, Y.; Mihelich, E. D.; Bell, R. A. J. Org. Chem. 1980, 45,2792–2796.
3. Meyers, A. I., Lutomski, K. A. In Asymmetric Synthesis, Morrison, J. D. Ed.; Vol III,Part B, Chapter 3, Academic Press, 1983. (Review).
4. Reuman, M.; Meyers, A. I. Tetrahedron 1985, 41, 837–860. (Review).
5. Robichaud, A. J.; Meyers, A. I. J. Org. Chem. 1991, 56, 2607–2609.
6. Gant, T. G.; Meyers, A. I. Tetrahedron 1994, 50, 2297–2360. (Review).
7. Meyers, A. I. J. Heterocycl. Chem. 1998, 35, 991–1002. (Review).
8. Wolfe, J. P. Meyers Oxazoline Method. In Name Reactions in Heterocycl. Chemistry; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2005, pp 237–248. (Review).
9. Hogan, A.-M. L.; Tricotet, T.; Meek, A.; Khokhar, S. S.; O’Shea, D. F. J. Org. Chem.2008, 73, 6041–6044.
编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Meyers oxazoline method,page 393-394.