A highly efficient asymmetrichydrogenation of azepine/oxazepine-type seven-member cyclic imine hydrochlorides was successfully developed using Rh/bisphosphine-thiourea ligand ZhaoPhos, affording various chiral seven-member cyclic amines with full conversions, high yields, and excellent enantioselectivities (up to 96% yield, >99% ee). Additionally, this asymmetrichydrogenation can proceed well on
Asymmetric hydrogenation of dibenzo-fused azepines with chiral cationic ruthenium diamine catalysts
作者:Zi-Qi Yi、Bo-Wen Deng、Fei Chen、Yan-Mei He、Qing-Hua Fan
DOI:10.1039/d3nj01652h
日期:——
Highly efficient asymmetrichydrogenation of dibenzo[b,f][1,4]oxazepine, dibenzo[b,f][1,4]thiazepine and dibenzo[b,e]azepine derivatives with chiral cationic ruthenium diamine catalysts has been developed, giving diverse chiral seven-membered N-heterocycles with excellent results (up to 99% yield and 99% ee). Moreover, it was found that the catalyst counteranion regulated the enantioselectivity obviously
二苯并[ b , f ][1,4]恶氮、二苯并[ b , f ] [1,4]硫氮和二苯并[ b , e ]氮杂衍生物与手性阳离子二胺钌催化剂的高效不对称氢化反应已被开发出来,得到多样的手性七元 N-杂环化合物,具有优异的结果(高达 99% 的产率和 99% 的 ee)。此外,发现催化剂抗衡阴离子在二苯并[ b,f ][1,4]噻氮和二苯并[ b,e ]衍生物的加氢反应中明显调节对映体选择性。
9. The configuration of heterocyclic compounds. Part VI. An examination of derivatives of selenoxanthone and phenoxselenine