Carbene-catalyzed enantioselective addition of thioamides to bromoenals for access to thiazinone heterocycles

• Main Authors: Liu, Changyi, Wu, Shuquan, Xu, Jun, Chen, Lingzhu, Zheng, Pengcheng, Chi, Robin Yonggui
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2020
• Subjects: Science::Chemistry::Organic chemistry; Enantioselective Addition; Carbene-catalyzed
• Online Access: https://hdl.handle.net/10356/137760
• Institution: Nanyang Technological University

A carbene-catalyzed reaction between α-bromoenals and thioamides was developed. Key steps include enantioselective 1,4-addition of thioamide sulfur atoms to α,β-unsaturated acyl azolium intermediate. Subsequent intramolecular annulation eventually affords thiazinone heterocycles with high optical pu...