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

Peiying Su, Huimin Li, Wenlong Chen, Gen Luo, Gaosheng Yang, Zhuo Chai

European Journal of Organic Chemistry · 2020 · 14 citations · 28 references

Concepts

Abstract

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 .

References

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