从 N-亚磺酰基-β-氨基酮缩酮不对称合成取代的同型吗啡烷酮。(-)-Euphococcinine 和 (-)-阿德拉宁。
Asymmetric synthesis of substituted homotropinones from N-sulfinyl beta-amino ketone ketals. (-)-Euphococcinine and (-)-adaline.
机构信息
Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA.
出版信息
Org Lett. 2010 Feb 19;12(4):848-51. doi: 10.1021/ol902910w.
PMID:20092270
Abstract
Sulfinimine-derived N-sulfinyl beta-amino ketone ketals on heating with NH(4)OAc:HOAc undergo a four-step intramolecular Mannich cyclization cascade reaction to give homotropinones, such as (-)-euphococcinine, in excellent yields as single isomers.
摘要
加热时，亚磺酰亚胺衍生的 N-亚磺酰基β-氨基酮缩酮与 NH(4)OAc:HOAc 发生四步分子内曼尼希环化级联反应，以优异的单异构体产率生成同 tropinones，如（-）-euphococcinine。
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