手性硅烷与原位生成的 N-酰亚胺鎓离子的双功能偕丙基氨基甲酸酯。
Bifunctional homoallylic carbamates from chiral silane additions to in situ generated N-acyl iminium ions.
机构信息
Department of Chemistry and Center for Chemical Methodology and Library Development, Metcalf Center for Science and Engineering, 590 Commonwealth Avenue, Boston University , Boston, Massachusetts 02215, United States.
出版信息
Org Lett. 2012 Jul 20;14(14):3624-7. doi: 10.1021/ol301428y. Epub 2012 Jun 27.
Homoallylic carbamates bearing an α,β-unsaturated ester or an allylic carbonate were generated respectively utilizing novel chiral silanes through Lewis acid promoted asymmetric aminocrotylation. Those bifunctional building blocks could further undergo Michael addition or cyclization to selectively form functionalized lactams, azetidines, and tetrahydropyrimidinones.
利用新型手性硅烷通过路易斯酸促进的不对称氨烯丙基化反应，分别生成了带有α,β-不饱和酯基或烯丙基碳酸酯基的偕胺肟酯。这些双功能砌块可以进一步进行迈克尔加成或环化反应，以选择性地形成官能化的内酰胺、氮杂环丁烷和四氢嘧啶酮。
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