Iodide-Mediated [3 + 2]-Cycloaddition Reaction with N-Tosylaziridines and α,β-Unsaturated Ketones

Yuya Nakagawa, Keigo Yamaguchi, Seijiro Hosokawa*

*この研究の対応する著者

研究成果: Article査読

抄録

The [3 + 2]-cycloaddition reaction between N-tosylaziridines and α,β-unsaturated ketones was promoted with lithium iodide. The reaction proceeded under mild conditions to provide N-tosylpyrrolidines. Quaternary carbon-possessing 3,3-disubstituted pyrrolidines including spiro compounds were afforded in high yields. A simple procedure with easy to handle reagents makes this reaction concise. The intramolecular version of this reaction was applied to synthesize tropane skeletons.

本文言語English
ページ(範囲)7787-7796
ページ数10
ジャーナルJournal of Organic Chemistry
86
11
DOI
出版ステータスPublished - 2021 6 4

ASJC Scopus subject areas

  • 有機化学

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