Asymmetric Construction of Bispiro‐Cyclopropane‐Pyrazolones via a [2+1] Cyclization Reaction by Dipeptide‐Based Phosphonium Salt Catalysis. Issue 10 (7th April 2020)

• Record Type: Journal Article
• Authors: Lu, Dongming; Liu, Xin; Wu, Jia‐Hong; Zhang, Song; Tan, Jian‐Ping; Yu, Xiaojun; Wang, Tianli
• Is Part Of: Advanced synthesis & catalysis. Volume 362:Issue 10(2020)
• Page Start: 1966
• Page End: 1971
• Publication Date: 2020-04-07
• Subjects: dipeptide-based phosphonium salts -- [2+1] cyclization -- bispiro-cyclopropane-pyrazolones -- asymmetric synthesis -- hydrogen-bonding interaction; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202000073
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: We reported herein an efficient alternative for asymmetric synthesis of structurally complicated chiral bispiro‐cyclopropane‐pyrazolones via dipeptide‐based phosphonium salt catalyzed [2+1] cyclization of 2, 3‐dioxopyrrolidines and halogenated pyrazolones. With this catalytic asymmetric protocol, a broad range of bispiro heterocyclic compounds bearing a pyrazolone unit were prepared in high yields with excellent diastereo‐ and enatioselectivities. Of note, this transformation proceeds in a really short time under mild reaction conditions. Abstract :