α,β-不饱和酯和酮的官能团化：一种简便且高度立体选择性的一锅法合成N-保护的α,β-脱氢氨基酸衍生物。
Functionalization of alpha,beta-unsaturated esters and ketones: a facile and highly stereoselective one-pot approach to N-protected alpha,beta-dehydroamino acid derivatives.
作者信息
Chen Dianjun, Guo Li, Liu Junying, Kirtane Sameer, Cannon John F, Li Guigen
机构信息
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409-1061, USA.
出版信息
Org Lett. 2005 Mar 3;7(5):921-4. doi: 10.1021/ol050002u.
A new, facile, and highly stereoselective protocol toward alpha,beta-dehydroamino acid derivatives has been developed. The one-pot synthesis was very convenient to perform by using the aminohalogenation reaction of alpha,beta-unsaturated esters and ketones followed by treatment with specific bases. Only two [2.2.2] bicyclic organic bases were found to be effective for this transformation. Good yields (58-68%) and excellent Z-selectivity were obtained for 12 examples. [reaction: see text]
已经开发出一种用于合成α,β-脱氢氨基酸衍生物的新颖、简便且高度立体选择性的方法。通过α,β-不饱和酯和酮的氨基卤化反应，随后用特定碱处理，一锅法合成操作非常方便。仅发现两种[2.2.2]双环有机碱对这种转化有效。12个实例获得了良好的产率（58 - 68%）和出色的Z选择性。[反应：见正文]
Zotero 插件