Phosphine-Catalyzed Enantioselective [4 + 3] Annulation of Allenoates with C,N-Cyclic Azomethine Imines: Synthesis of Quinazoline-Based Tricyclic Heterocycles

• DOI: 10.1021/acs.orglett.6b02885
• Publication Date: 2016-10-21T16:05:45Z
• Authors: Chunhao Yuan; Leijie Zhou; Miaoren Xia; Zhanhu Sun; Dongqi Wang; Hongchao Guo
• Keywords: Annulation; Tricyclic; Quinazoline; Pyran

With the use of a commercially available chiral phosphine as catalyst, first catalytic enantioselective [4 + 3] annulation allenoates with C,N-cyclic azomethine imines is developed. The reaction works efficiently under mild conditions to afford seven-membered ring-fused quinazoline-based tricyclic heterocycles in high yields good excellent diastereo- and enantioselectivities.