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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
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4초록
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 METATHESIS; VINYL ETHERS; LACTAMS; MACROLACTAMS; DERIVATIVES; STRATEGY
- 제목
- STUDIES ON THE AZA-CLAISEN REARRANGEMENT OF 7 TO 9-MEMBERED VINYLAZACYCLES
- 저자
- Kim, Seok-Ho; Lee, Won-Il; Kim, Seon-Mi; Jung, Jae-Kyung; Jang, Jaebong; Sim, Jaehoon; Jung, Jong-Wha; Suh, Young-Ger
- 발행일
- 2016-05-01
- 유형
- Article
- 저널명
- Heterocycles
- 권
- 92
- 호
- 5
- 페이지
- 886 ~ 899