A concise total synthesis of (-)-indolactam V

作者：Noji Toshiharu; Okano Kentaro; Tokuyama Hidetoshi^*

来源：Tetrahedron, 2015, 71(23): 3833-3837.

DOI：10.1016/j.tet.2015.04.015

• Amino acid
• Indole
• Aziridine
• Indolactam
• Total synthesis

One-pot synthesis of tryptophanol derivative from N-Boc-aziridine and indole has been developed. The ring opening reaction of the aziridine takes place smoothly at -30 degrees C in a regioselective manner and tolerates a wide range of functional groups including halogens attached to the aromatic ring, which was also performed on a gram scale. The resulting tryptophanol derivative was converted to (-)-indolactam V from commercially available 4-bromoindole through a copper-mediated aryl amination in nine steps with an overall yield of 32%.

• 出版日期2015-6-10