Dong Li, Geng Caiwei, Jiao Peng
Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University , Beijing 100875, P. R. China.
J Org Chem. 2015 Nov 6;80(21):10992-1002. doi: 10.1021/acs.joc.5b02035. Epub 2015 Oct 26.
Cu(OTf)2 and chiral BOX ligand-catalyzed 1,3-dipolar cycloadditions of triisopropylsilyl nitronates with α,β-unsaturated carboximides produced chiral isoxazolines in high yields, high enantioselectivities, and complete diastereoselectivities. These chiral isoxazoline products were further converted into structurally diversified derivatives, which demonstrated the utility of the new method of constructing isoxazolines. The transition-state structure of cycloaddition was proposed in the light of the relative and absolute configurations of the products.
三氟甲磺酸铜（Cu(OTf)₂）与手性BOX配体催化三异丙基硅基硝酮与α,β-不饱和羧酰亚胺的1,3-偶极环加成反应，以高收率、高对映选择性和完全非对映选择性生成手性异恶唑啉。这些手性异恶唑啉产物进一步转化为结构多样的衍生物，证明了构建异恶唑啉新方法的实用性。根据产物的相对和绝对构型提出了环加成反应的过渡态结构。
