Lewis Acid Catalyzed [3+2] Annulations of γ‐Butyrolactam‐Fused Donor–Acceptor Cyclopropanes with Aromatic Aldehydes and Aldimines | Zendy

Su Peiying | Zendy; Li Huimin | Zendy; Chen Wenlong | Zendy; Luo Gen | Zendy; Yang Gaosheng | Zendy; Chai Zhuo | Zendy

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Lewis Acid Catalyzed [3+2] Annulations of γ‐Butyrolactam‐Fused Donor–Acceptor Cyclopropanes with Aromatic Aldehydes and Aldimines

Author(s) -

Su Peiying,

Li Huimin,

Chen Wenlong,

Luo Gen,

Yang Gaosheng,

Chai Zhuo

Publication year - 2020

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.202000818

Subject(s) - aldimine , chemistry , lewis acids and bases , catalysis , stereocenter , cyclopropane , organic chemistry , acceptor , stereochemistry , medicinal chemistry , enantioselective synthesis , ring (chemistry) , physics , condensed matter physics

A series of γ‐butyrolactam fused donor–acceptor (D–A) cyclopropanes were synthesized, and their reactivities in Lewis acid catalyzed [3+2] annulations with aromatic aldehydes and aldimines were studied. A range of γ‐butyrolactam fused tetrahydrofurans and γ‐butyrolactam fused pyrrolidines containing four contiguous stereogenic centers were generated in good‐to‐excellent yields and with exclusive diastereoselectivities and high enantiospecificity under the catalysis of 1 mol‐% of Al(OTf) 3 .

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