通过有机铁实现高官能化角取代顺式全氢异喹啉-3,6-二酮的非对映选择性合成。
Diastereoselective synthesis of a highly functionalized angularly substituted cis-perhydroisoquinoline-3,6-dione via organoiron.
机构信息
Department of Chemistry, National Sun Yat Sen University, Kaohsiung, Taiwan 804.
出版信息
J Org Chem. 2010 Mar 5;75(5):1637-42. doi: 10.1021/jo902605w.
PMID:20112972
Abstract
Nitrile addition to cyclohexadienyium-Fe(CO)(3) perchlorate salt provides an efficient entry into the angularly substituted cis-fused perhydroisoquinoline ring system. The key steps in the assembly of the angularly substituted cis-octahydroisoquinoline ring are the transformation of the nitrile to an N-(benzylmethylencie)amino group and a diastereoselective intramolecular Michael reaction to form the bicyclic ring.
摘要
腈基加成到环戊二烯基-铁(CO)(3)高氯酸盐中提供了一种有效的方法来合成角取代的顺式稠合全氢异喹啉环系统。在角取代的顺式-八氢异喹啉环的组装过程中，关键步骤是将腈基转化为 N-(苄基甲基氰基)氨基基团和立体选择性的分子内迈克尔反应，以形成双环。
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