Catalytic Generation of C1 Ammonium Enolates from Halides and CO for Asymmetric Cascade Reactions.

Li, Lu‐Lu; Ding, Du; Song, Jin; Han, Zhi‐Yong; Gong, Liu‐Zhu

A general strategy for the design of asymmetric cascade reactions using readily available halides and carbon monoxide (CO) as substrates is developed. The key is the catalytic generation of C1‐ammonium enolates for the subsequent asymmetric cascade reactions through the combination of palladium‐catalyzed carbonylation and chiral Lewis base catalysis. Utilizing this strategy, we have established asymmetric formal [1 1 4] and [1 1 2] reactions to afford chiral dihydropyridones and β‐lactams with high yields and high enantio‐ and diastereoselectivities.

CARBON monoxide; AMMONIUM; PALLADIUM; CARBONYLATION; LEWIS bases

Angewandte Chemie, 2019, Vol 131, Issue 23, p7729

0044-8249

Academic Journal

10.1002/ange.201901501