Enantioselective Construction of Pyrimidine‐Fused Diazepinone Derivatives Bearing a Tertiary Stereogenic Center Enabled by Iridium‐Catalysed Intramolecular Allylic Substitution. Issue 13 (8th June 2021)

• Record Type: Journal Article
• Authors: Jiang, Xiaoding; Pan, Bendu; Qian, Xu; Liang, Hao; Zhang, Yaqi; Chen, Bin; He, Xiaobo; Chan, Hoi Shan; Chan, Albert S. C.; Qiu, Liqin
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 13(2021)
• Page Start: 3227
• Page End: 3232
• Publication Date: 2021-06-08
• Subjects: Pyrimidine-fused diazepinones -- Asymmetric catalysis -- Iridium -- Allylic substitution -- Chiral-bridged biphenyl phosphoramidites; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100444
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: The iridium‐catalysed enantioselective intramolecular allylic substitution of pyrimidine‐tethered allylic carbonates was developed. A wide range of chiral pyrimidine‐fused diazepinone derivatives were successfully constructed in 88–96% yields with 85–99% ees. This work further highlights the power of chiral‐bridged biphenyl phosphoramidites in asymmetric synthesis. Abstract :