手性酒石酸催化的 N-酰基喹啉鎓的对映选择性硼酸加成反应。
Enantioselective boronate additions to N-acyl quinoliniums catalyzed by tartaric acid.
机构信息
Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Life Sciences and Engineering Building, Boston University, 24 Cummington Street, Boston, Massachusetts 02215, USA.
出版信息
Org Lett. 2011 Dec 2;13(23):6316-9. doi: 10.1021/ol2028702. Epub 2011 Nov 8.
Abstract
Tartaric acid catalyzes the asymmetric addition of vinylboronates to N-acyl quinoliniums, affording highly enantioenriched dihydroquinolines. The catalyst serves to activate the boronate through a ligand-exchange reaction and generates the N-acyl quinolinium in situ from the stable quinoline-derived N,O-acetal.
摘要
酒石酸催化乙烯基硼酸酯对 N-酰基喹啉鎓的不对称加成反应，得到高度对映富集的二氢喹啉。催化剂通过配体交换反应激活硼酸酯，并从稳定的喹啉衍生的 N,O-缩醛原位生成 N-酰基喹啉鎓。
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