2021年
Cu-Catalyzed [1,3]-Alkoxy Rearrangement/Diels-Alder Cascade Reactions via in Situ Generation of Functionalized ortho-Quinol Imines
Organic Letters
- ,
- ,
- ,
- 巻
- 23
- 号
- 11
- 開始ページ
- 4127
- 終了ページ
- 4132
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/acs.orglett.1c00995
- 出版者・発行元
- American Chemical Society ({ACS})
A Cu-catalyzed cascade reaction between N-alkoxyanilines having an electron-donating functional group at the ortho position and dienophiles, such as N-methylmaleimide, styrene, and indene, proceeded via a dearomative [1,3]-alkoxy rearrangement followed by the Diels-Alder reaction, affording the corresponding ketimines with highly functionalized bicyclic skeletons in an efficient and stereoselective manner. Our mechanistic investigations indicated that the [1,3]-rearrangement is the rate-determining process, efficiently suppressing unfavorable side reactions.
- リンク情報
- ID情報
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- DOI : 10.1021/acs.orglett.1c00995
- ISSN : 1523-7060
- eISSN : 1523-7052
- ORCIDのPut Code : 93485792
- PubMed ID : 33960798
- SCOPUS ID : 85106379789