Department of Chemistry and Chemical Biology, Cornell University , Ithaca, New York 14853, USA.
Org Lett. 2011 Mar 4;13(5):1110-3. doi: 10.1021/ol200263g. Epub 2011 Feb 10.
In this report, it is demonstrated that chiral vinyl aziridines can be stereospecifically ring expanded. This synthetic approach allows controlled access to chiral 2,5-cis- or 2,5-trans-3-pyrroline products from starting materials with the appropriate aziridine geometry. Twenty three ring expansion examples, most of which feature a stereospecific cyclization, are presented.
在本报告中,证明了手性乙烯基氮丙啶可以进行立体特异性环扩张。这种合成方法允许从具有适当氮丙啶几何形状的起始原料中控制地获得手性 2,5-顺式或 2,5-反式-3-吡咯啉产物。提出了二十三个环扩张实例,其中大多数具有立体特异性的环化。