Access to Chiral Tetrahydroquinazolines/1,3-Benzoxazines via Iridium-Catalyzed Asymmetric [4 + 2] Cycloaddition

• DOI: 10.1021/acs.orglett.3c01004
• Publication Date: 2023-05-16T12:06:15Z
• Authors: Shengbiao Tang; Zhangru Cheng; Peng Zhang; Ying Shao; Jiangtao Sun

An iridium-catalyzed asymmetric [4 + 2] cycloaddition of 1,3,5-triazinanes with 2-(1-hydroxyallyl)anilines/2-(1-hydroxyallyl)phenols has been developed, providing a straightforward and efficient approach to wide range tetrahydroquinazolines in good yields excellent enantioselectivities (up >99% ee). Typically, chiral 1,3-benzoxazines, which are challenging substrates cycloaddition, could be obtained via this protocol.