Construction of Spirolactams by Unexpected Oxidative Cyclization of Alkenyl Diynes via Copper Catalysis

• Published in: Organic letters Vol. 25; no. 9; pp. 1525 - 1529
• Main Authors: Shi, Chong-Yang, Han, Tao, Hong, Feng-Lin, Ye, Long-Wu, Sun, Qing, Teng, Ming-Yu
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 10.03.2023; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; YNAMIDES; GOLD CATALYSIS; 2H-PYRAN-3(6H)-ONES; CARBENES; CYCLOPROPANATION; OXIDATION/CYCLOPROPANATION; ACCESS

A copper-catalyzed oxidative cyclization of alkenyl N-propargyl ynamides is described. This protocol enables the practical synthesis of diverse spirocyclic γ-lactams bearing an exocyclic double bond with generally high Z/E selectivity in moderate to good yields. Importantly, this copper-catalyzed ox...