Copper-Catalyzed Intramolecular Hydroalkoxylation of α-(1-Hydroxy-1-alkyl- and -aryl)methylallenoates by a 5-Endo Mode for Preparation of 2-Alkyl- and 2-Aryl-2,5-dihydrofurans

  • Kim, Sanghyuck
  • Lee, Phil Ho
Citations

WEB OF SCIENCE

30
Citations

SCOPUS

26

초록

Ethyl alpha-(1-hydroxy-1-alkyl)methylallenoates and alpha-(1-hydroxy-1-aryl)methylallenoates containing not only electron-donating groups but also an electron-withdrawing group on the aryl group at the alpha-position have been shown to undergo an efficient and selective copper-catalyzed intramolecular hydroalkoxylation to give functionalized 3-ethoxycarbony1-2-alkyl- and -aryl-2,5-dihydrofurans in good to excellent yields through a 5-endo mode.

키워드

RING-CLOSING METATHESISCOUPLING-CYCLIZATION REACTIONEFFICIENT SYNTHESIS2,3-ALLENOIC ACIDS2,5-DIHYDROFURAN DERIVATIVESCUX2-MEDIATED CYCLIZATIONSTEREOSELECTIVE-SYNTHESISBETA-HALOBUTENOLIDESMEDIATED CYCLIZATIONALLYLIC HALIDES
제목
Copper-Catalyzed Intramolecular Hydroalkoxylation of α-(1-Hydroxy-1-alkyl- and -aryl)methylallenoates by a 5-Endo Mode for Preparation of 2-Alkyl- and 2-Aryl-2,5-dihydrofurans
저자
Kim, SanghyuckLee, Phil Ho
DOI
10.1021/jo2018125
발행일
2012-01-06
유형
Article
저널명
The Journal of Organic Chemistry
77
1
페이지
215 ~ 220