钡催化的β,γ-不饱和酯的直接曼尼希型反应，生成β-甲基氮杂森田-贝利斯-希尔曼型产物。
Ba-catalyzed direct Mannich-type reactions of a beta,gamma-unsaturated ester providing beta-methyl aza-Morita-Baylis-Hillman-type products.
作者信息
Yamaguchi Akitake, Aoyama Naohiro, Matsunaga Shigeki, Shibasaki Masakatsu
机构信息
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo 7-3-1, Tokyo 113-0033, Japan.
出版信息
Org Lett. 2007 Aug 16;9(17):3387-90. doi: 10.1021/ol071380x. Epub 2007 Jul 26.
Barium-catalyzed direct Mannich-type reactions of a beta,gamma-unsaturated ester are described. The Ba-catalyst not only promoted the Mannich-type reactions, but also isomerized Mannich adducts to afford beta-methyl aza-Morita-Baylis-Hillman-type products in 61-88% yield from various aryl, heteroaryl, and alkyl imines. Preliminary trials on enantioselective variants with a chiral biaryldiol ligand gave products in up to 80% ee.
描述了钡催化的β,γ-不饱和酯的直接曼尼希型反应。钡催化剂不仅促进了曼尼希型反应，还使曼尼希加合物异构化，以61 - 88%的产率从各种芳基、杂芳基和烷基亚胺得到β-甲基氮杂-森田-贝利斯-希尔曼型产物。使用手性联苯二醇配体进行对映选择性变体的初步试验得到了高达80%ee的产物。
Zotero 插件