Li Qiuyu, Pan Rui, Wang Meihui, Yao Hequan, Lin Aijun
State Key Laboratory of Natural Medicines, Jiangsu Key Laboratory of Bioactive Natural Product Research, Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, P. R. China.
Org Lett. 2021 Mar 19;23(6):2292-2297. doi: 10.1021/acs.orglett.1c00420. Epub 2021 Mar 8.
Ligand-controlled, palladium-catalyzed asymmetric [4+4] and [2+4] cycloaddition reactions of benzofuran-derived azadienes have been developed. Taking advantage of chiral P,N-ligand (,)-PPFA, we obtained a variety of benzofuro[2,3-][1,5] oxazocines in good yields with excellent enantioselectivities via [4+4] cycloaddition reactions. Employing chiral P,P-ligand ()-Cl-MeO-BIPHEP, the chemo- and regioselectivities were switched to synthesize tetrahydropyran-fused spirocyclic compounds in good efficiency via [2+4] cycloaddition reactions.
已开发出配体控制的钯催化苯并呋喃衍生的氮杂二烯的不对称[4+4]和[2+4]环加成反应。利用手性P，N-配体（，）-PPFA，通过[4+4]环加成反应，我们以良好的收率和优异的对映选择性获得了多种苯并呋喃[2,3-][1,5]恶唑嗪。使用手性P，P-配体（）-Cl-MeO-BIPHEP，通过[2+4]环加成反应，化学选择性和区域选择性发生转变，从而高效地合成了四氢吡喃稠合的螺环化合物。
