Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 10, Pages 1966-1971Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000073
Keywords
dipeptide-based phosphonium salts; [2+1] cyclization; bispiro-cyclopropane-pyrazolones; asymmetric synthesis; hydrogen-bonding interaction
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Funding
- National Key R&D Program of China [2018YFA0903500]
- National Natural Science Foundation of China [21971165, 21921002]
- 1000-Youth Talents Program [YJ201702]
- Fundamental Research Funds for the Central Universities
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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.
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