STUDIES ON THE AZA-CLAISEN REARRANGEMENT OF 7 TO 9-MEMBERED VINYLAZACYCLES

  • Kim, Seok-Ho
  • Lee, Won-Il
  • Kim, Seon-Mi
  • Jung, Jae-Kyung
  • Jang, Jaebong
  • 외 3명
Citations

WEB OF SCIENCE

4
Citations

SCOPUS

4

초록

A systematic study on the amide enolate-induced aza-Claisen rearrangement (ACR) of 7 to 9-membered vinylazacycles has been carried out, resulting in an efficient synthetic method to prepare 11 to 13-membered macrolactams. Key feature includes introduction of electron-donating substituents at a-position of the amide substrates possessing 7 to 9-membered vinylazacycles to facilitate amide enolate-induced.ACR. In addition, substituent effects on ACR has been discussed based on the experimental results. We believe this study would provide experimental evidences for the substituent effects and envision for the synthetic application of ACR-induced ring expansion.

키워드

RING-CLOSING METATHESISVINYL ETHERSLACTAMSMACROLACTAMSDERIVATIVESSTRATEGY
제목
STUDIES ON THE AZA-CLAISEN REARRANGEMENT OF 7 TO 9-MEMBERED VINYLAZACYCLES
저자
Kim, Seok-HoLee, Won-IlKim, Seon-MiJung, Jae-KyungJang, JaebongSim, JaehoonJung, Jong-WhaSuh, Young-Ger
DOI
10.3987/COM-16-13432
발행일
2016-05-01
유형
Article
저널명
Heterocycles
92
5
페이지
886 ~ 899