Organisch-Chemisches Institut, Münster University, Corrensstrasse 40, 48149 Münster, Germany.
Chem Commun (Camb). 2013 Dec 25;49(99):11665-7. doi: 10.1039/c3cc47397j.
A concise enantioselective approach to synthesise medium-sized 7-ring O- and N-heterocycles has been developed. The synthetic strategy relies on an organocatalytic nitro-Michael-nitrile oxide cycloaddition tandem reaction, leading to the corresponding chiral benzoxe- and benzazepine derivatives containing an additional fused dihydroisoxazoline ring in good yields and excellent enantioselectivities (up to 97% ee).
已开发出一种简洁的对映选择性方法来合成中等大小的 7 元环 O-和 N-杂环。该合成策略依赖于有机催化的硝基迈克尔-腈氧化物环加成串联反应,导致相应的手性苯并恶嗪和苯并氮杂卓衍生物以良好的收率和优异的对映选择性(高达 97%ee)得到。