Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta-cho Midori-ku, Yokohama 226-8503, Japan.
School of Life Science and Technology, Tokyo Institute of Technology, 4259 Nagatsuta-cho Midori-ku, Yokohama 226-8503, Japan.
Org Lett. 2023 Jul 7;25(26):4787-4791. doi: 10.1021/acs.orglett.3c01324. Epub 2023 Jun 26.
Enantioselective dearomative cycloadditions of 4-nitroisoxazoles with vinylethylene carbonate () proceeded in the presence of Pd(dba) and ()-DTBM-SEGPHOS to give the corresponding bicyclic isoxazolines and in good to high yields with excellent enantioselectivities (≤99% ee). This synthetic approach could be applied to -tosyl vinyl aziridine and 2-methylidenetrimethylene carbonate. Further transformations of the resulting cycloadducts and yielded not only its derivatives and but also the novel tetracyclic skeleton .
4-硝基异恶唑与乙烯基碳酸亚乙酯（）的对映选择性去芳构化环加成反应在 Pd(dba) 和 ()-DTBM-SEGPHOS 的存在下进行，以高至优异的对映选择性（≤99%ee）得到相应的双环异恶唑啉和。这种合成方法可应用于 -甲苯磺酰基乙烯基氮丙啶和 2-亚甲基三亚甲基碳酸酯。所得环加成产物和的进一步转化不仅得到了其衍生物和，还得到了新型四环骨架。
