手性亚砜-迈克尔加成中烯醇化物的对映选择性质子化反应，使用双功能有机催化剂对 α-取代的 N-丙烯酰基恶唑烷-2-酮。
Enantioselective enolate protonation in sulfa-Michael addition to α-substituted N-acryloyloxazolidin-2-ones with bifunctional organocatalyst.
机构信息
Department of Chemistry, Indian Institute of Technology Kanpur, India, 208 016.
出版信息
Org Lett. 2011 Dec 16;13(24):6520-3. doi: 10.1021/ol202808n. Epub 2011 Nov 18.
PMID:22097882
Abstract
Organocatalytic conjugate addition of thiols to α-substituted N-acryloyloxazolidin-2-ones followed by asymmetric protonation has been studied in the presence of cinchona alkaloid derived thioureas. Both of the enantiomers are accessible with the same level of enantioselectivity using pseudoenantiomeric quinine/quinidine derived catalysts. The addition/protonation products have been converted to useful biologically active molecules.
摘要
在金鸡纳生物碱衍生硫脲的存在下，研究了巯基对α-取代的 N-丙烯酰基恶唑烷-2-酮的有机催化共轭加成，然后进行不对称质子化。使用假对映异构奎宁/奎尼丁衍生的催化剂，可以获得两种对映异构体，并且具有相同的对映选择性。加成/质子化产物已转化为有用的生物活性分子。
Zotero 插件