Petasis反应
Petasis反应(Petasis reaction),是胺、醛与烯基/芳基硼酸反应生成取代胺类的反应。[1][2][3]
![Petasis反应](http://upload.wikimedia.org/wikipedia/commons/thumb/8/86/Petasis_Reaction_Scheme.png/450px-Petasis_Reaction_Scheme.png)
此反应可看作是Mannich反应的烷基硼酸变体。它提供了除还原胺化反应以外一种合成取代胺类的方法。
应用
利用发散合成法制备多官能团产物:[4] [5]
![Petasis反应实例 (Kumagai等)](http://upload.wikimedia.org/wikipedia/commons/thumb/f/fb/PetasisReaction.png/710px-PetasisReaction.png)
参见
参考资料
- ^ Petasis, N. A.; Akritopoulou, I. The boronic acid mannich reaction: A new method for the synthesis of geometrically pure allylamines. Tetrahedron Lett. 1993, 34: 583–586. doi:10.1016/S0040-4039(00)61625-8.
- ^ Petasis, N. A.; Zavialov, I. A. A New and Practical Synthesis of -Amino Acids from Alkenyl Boronic Acids. J. Am. Chem. Soc. 1997, 119: 445–446. doi:10.1021/ja963178n.
- ^ Petasis, N. A.; Zavialov, I. A. Highly Stereocontrolled One-Step Synthesis of anti-β-Amino Alcohols from Organoboronic Acids, Amines, and α-Hydroxy Aldehydes. J. Am. Chem. Soc. 1998, 120: 11798–11799. doi:10.1021/ja981075u.
- ^ Naoya Kumagai, Giovanni Muncipinto, Stuart L. Schreiber. Short Synthesis of Skeletally and Stereochemically Diverse Small Molecules by Coupling Petasis Condensation Reactions to Cyclization Reactions. Angewandte Chemie International Edition. 2006, 45: 3635–3638. doi:10.1002/anie.200600497.
- ^ 反应物:L-苯基乳酸、丙酮、L-苯基丙氨酸甲酯和一个烷基硼酸。反应在乙醇中室温下进行,非对映体过量百分数99%。