School of Chemistry and Environment, South China Normal University, Guangzhou 510006, People's Republic of China.
Beilstein J Org Chem. 2009 Oct 9;5:53. doi: 10.3762/bjoc.5.53.
Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with various aliphatic and aromatic secondary amines are reported for the first time. The reaction gave the corresponding trans-1,2-dihydronaphthalenol derivatives in good yields with moderate enantioselectivities in the presence of 2.5 mol % Ir(COD)Cl and 5 mol % bisphosphine ligand (S)-p-Tol-BINAP. The trans-configuration of 3f was confirmed by X-ray crystallography.
首次报道了铱催化的各种脂环族和芳族仲二级胺与氧杂双环烯烃的不对称开环反应。在 2.5 mol % Ir(COD)Cl和 5 mol %双膦配体 (S)-p-Tol-BINAP 的存在下，该反应以中等对映选择性得到了相应的反式-1,2-二氢萘醇衍生物，产率良好。3f 的反式构型通过 X 射线晶体学得到证实。
