Catalytic hydrative cyclization of aldehyde-ynamides with water for synthesis of medium-sized lactams

• 作者: Bo-Han Zhu Yan-Xin Zheng Wei Kang Chao Deng Jin-Mei Zhou Long-Wu Ye
• 来源期刊: 中国科学：化学（英文版）
• 年，卷（期）: 2021,（11）
• 所属期刊栏目: ARTICLES
• 页码范围: 1985-1989
• 页数: 5页
• 语种: 英文

摘要

A non-noble metal catalyzed hydrative cyclization of aldehyde-ynamides for efficient and practical synthesis of medium-sized lactams (7-to 9-membered rings) is disclosed.Compared with previous hydrative cyclization for the formation of six-membered lactams (cis-form),a totally inverse diastereoselectivity (trans-form) of medium-sized lactams is observed.In addition,this protocol delivers valuable medium-sized lactams in moderate to good yields with high diastereoselectivities.Moreover,a rational mechanism to understand this inversion of diastereoselectivity is proposed based on theoretical calculations.