Key Laboratory of Radiopharmaceuticals, College of Chemistry, Beijing Normal University , Beijing 100875, P. R. China.
Org Lett. 2017 May 5;19(9):2210-2213. doi: 10.1021/acs.orglett.7b00558. Epub 2017 Apr 24.
1,3-Dipolar cycloadditions of 2-alkylacroleins or atropaldehyde with triisopropylsilyl nitronates bearing an α-aryl group produced 3-aryl-2-isoxazolines having a chiral quaternary center in up to 94% ee and up to 88% yield with the aid of Corey's oxazaborolidine catalyst. Specifically, the TIPS nitronate with an α-(p-methoxyphenyl) group gave mainly the 2-isoxazolines having an all-carbon quaternary center.
2-烷基丙烯醛或茴香醛与带有α-芳基的三异丙基硅基硝酮的 1,3-偶极环加成反应在 Corey 的恶唑硼烷催化剂的辅助下，以高达 94%的对映选择性和高达 88%的收率得到了具有手性季碳中心的 3-芳基-2-异恶唑啉。具体来说，带有α-(对甲氧基苯基)基团的 TIPS 硝酮主要生成具有全碳季碳中心的 2-异恶唑啉。
