State Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University , Nanjing, 210009, P. R. China.
Org Lett. 2017 Jul 7;19(13):3470-3473. doi: 10.1021/acs.orglett.7b01457. Epub 2017 Jun 9.
An unprecedented formal [3 + 4] annulation of α,β-unsaturated acyl azoliums with 2-aminobenzenethiols has been utilized to synthesize enantioenriched N-H-free 1,5-benzothiazepines, which are recognized as privileged structures in numerous biologically active scaffolds. This protocol offers a rapid and direct pathway to access the target compounds with high enantioselectivities and has been applied in the concise synthesis of chiral drug (R)-thiazesim.
已利用α，β-不饱和酰基氮杂环丁烷与 2-氨基苯硫酚的空前的[3 + 4]环化反应，来合成对映体富集的无 N-H 的 1,5-苯并噻嗪，它们被认为是许多生物活性支架中的重要结构。该方案提供了一条快速而直接的途径来获得具有高对映选择性的目标化合物，并已应用于手性药物 (R)-噻嗪西姆的简洁合成中。
