Stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines: highly efficient synthesis of functionalized benzazepine scaffolds.

An efficient and highly diastereoselective synthesis of 2-substituted benzo[b]azepin-5-ol via stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines has been developed. The reaction proceeds efficiently starting from versatile skeletons with mild reaction conditions as well as simple operation. Furthermore, 2-substituted benzazepinones could been obtained by simple Dess-Martin oxidation in excellent yields. This journal is © The Royal Society of Chemistry.

Citation

Yuewei Zhang, Qingqing Bao, Ning Zhang, Shuohang Wang, Xue Yu. Stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines: highly efficient synthesis of functionalized benzazepine scaffolds. RSC advances. 2020 Nov 11;10(68):41802-41806

PMID: 35516537

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