30752-15-9Relevant academic research and scientific papers
Rh-Catalyzed Asymmetric Hydrogenation of Unsaturated Medium-Ring NH Lactams: Highly Enantioselective Synthesis of N-Unprotected 2,3-Dihydro-1,5-benzothiazepinones
Yin, Congcong,Yang, Tao,Pan, Yingmin,Wen, Jialin,Zhang, Xumu
, p. 920 - 923 (2020/02/04)
A straightforward method to prepare 1,5-benzothiazepines was reported. Catalyzed by a Rh/Zhaophos complex, unsaturated cyclic NH lactams with a medium-size ring were hydrogenated smoothly, giving remarkably high enantioselectivities. The sulfur atom in the substrates did not bring an inhibition which was observed with commercially available bisphosphine ligands. This method was successfully applied in the scale-up synthesis of (R)-(-)-thiazesim.
Asymmetric Hydrogenation of Vinylthioethers: Access to Optically Active 1,5-Benzothiazepine Derivatives
Li, Wei,Schlepphorst, Christoph,Daniliuc, Constantin,Glorius, Frank
, p. 3300 - 3303 (2016/03/22)
A novel asymmetric hydrogenation of vinylthioethers was developed using a ruthenium(II) NHC complex. This method provides an efficient approach to optically active 1,5-benzothiazepines featuring stereocenters with C-S bonds. Excellent enantioselectivities
Note on the Synthesis, Properties, and Reactions of 4-Methoxy-2-phenyl-1,5-benzothiazepine
Hofmann, Hans,Fischer, Herbert,Bremer, Matthias
, p. 2087 - 2089 (2007/10/02)
The title compound 3 is synthesized by O-alkylation of the corresponding lactam 1.The behaviour of 3 is different from a compound with the same formula which has been published recently in this journal; the structure of 3 therefore was confirmed by X-ray
Rearrangements and Complex Eliminations with 1,5-Benzothiazepin-4-ones
Kaupp, Gerd,Gruendken, Eleonore,Matthies, Doris
, p. 3109 - 3120 (2007/10/02)
The 1,5-benzothiazepin-4-ones 3, 5, and 7 - 10 are pyrolyzed (with proton catalysis in part).New or rarely documented rearrangements and complex eliminations occur.These are classified and mechanistically discussed.The products and by-products are spectroscopically characterized (IR, UV, NMR, MS).Their configurations are elucidated via photolysis experiments. 4 photodimerizes in solution and in the crystalline state with great ease to give 14. 11 is remarkably insensitive towards hydrolysis.
