利用铑催化的α,β-不饱和酯的还原曼尼希型反应非对映选择性合成顺式-β-内酰胺。
Diastereoselective Synthesis of syn-β-Lactams Using Rh-Catalyzed Reductive Mannich-Type Reaction of α,β-Unsaturated Esters.
作者信息
Isoda Motoyuki, Sato Kazuyuki, Funakoshi Masato, Omura Keiko, Tarui Atsushi, Omote Masaaki, Ando Akira
机构信息
Faculty of Pharmaceutical Sciences, Setsunan University, 45-1 Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan.
出版信息
J Org Chem. 2015 Aug 21;80(16):8398-405. doi: 10.1021/acs.joc.5b01233. Epub 2015 Aug 7.
The combination of Et2Zn and RhCl(PPh3)3 led to the facile generation of a rhodium-hydride complex (Rh-H) that catalyzed the 1,4-reduction of α,β-unsaturated esters. The resulting rhodium enolate performed as a Reformatsky-type reagent and reacted with various imines to give syn-β-lactams in good to excellent yields with high diastereoselectivity.
二乙基锌（Et2Zn）和三（三苯基膦）氯化铑（RhCl(PPh3)3）的组合能够轻松生成一种铑氢配合物（Rh-H），该配合物可催化α,β-不饱和酯的1,4-还原反应。生成的铑烯醇盐作为一种类Reformatsky试剂，与各种亚胺反应，以良好至优异的产率和高非对映选择性得到顺式-β-内酰胺。
Zotero 插件