Details

Autor(en) / Beteiligte

• Song, Yimei
• Wu, Chaofei
• Zhang, Jinhai
• Zhang, Wenhai
• Qin, Xin
• Yang, Yixiao
• Kang, Guowei
• Jiang, Jun
• Liu, Hongxin

Titel

Switchable multipath cascade cyclization to synthesize bicyclic lactams and succinimides chemodivergent reaction

Ist Teil von

• Chemical communications (Cambridge, England), 2023-03, Vol.59 (22), p.3313-3316

Erscheinungsjahr

2023

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Herein, a novel switchable multipath cascade cyclization via chemodivergent reaction between readily available ketoamides and deconjugated butenolides was developed to efficiently synthesize γ-lactone fused γ-lactams and succinimide fused hemiketals. The Aldol/aza-Michael reaction and Aldol/imidation/hemiketalization reaction were enabled by catalytic amounts of two bases, namely tetramethyl guanidine and NaOAc. A wide range of substrate scope with diverse functional group compatibility was demonstrated to deliver the corresponding products with good yield and excellent diastereoselectivity (>60 examples). Herein, a novel chemodivergent reaction of switchable multipath cascade cyclization was developed to efficiently synthesize γ-lactone fused γ-lactams and succinimide fused hemiketals.