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Conversion of Medium-Sized Lactams to α-Vinyl or α-Acetylenyl Azacycles via N,O-Acetal TMS Ethers.
Kim, Minjun; Jang, Jaebong; Choi, Goyoung; Chung, Sungkyun; Lim, Changjin; Hur, Joonseong; Kim, Hyun Su; Na, Younghwa; Son, Woo Sung; Suh, Young-Ger; Jung, Jong-Wha; Kim, Seok-Ho.
Afiliação
  • Kim M; College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, Daegu 41566, Korea. mymkmj2@naver.com.
  • Jang J; Department of Cancer Biology, Dana-Faber Cancer Institute, Boston, MA 02215, USA. jaebong.jang@gmail.com.
  • Choi G; Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, MA 02215, USA. jaebong.jang@gmail.com.
  • Chung S; College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, Daegu 41566, Korea. photoin7492@naver.com.
  • Lim C; Department of Pharmacy, College of Pharmacy and Institute of Pharmaceutical Sciences, CHA University, 120 Haeryong-ro, Pocheon 11160, Korea. wjdtjdrbs123@naver.com.
  • Hur J; Department of Pharmacy, College of Pharmacy and Institute of Pharmaceutical Sciences, CHA University, 120 Haeryong-ro, Pocheon 11160, Korea. koryoi0709@gmail.com.
  • Kim HS; College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Korea. hjs1120@snu.ac.kr.
  • Na Y; Department of Pharmacy, College of Pharmacy and Institute of Pharmaceutical Sciences, CHA University, 120 Haeryong-ro, Pocheon 11160, Korea. khs8812@snu.ac.kr.
  • Son WS; Department of Pharmacy, College of Pharmacy and Institute of Pharmaceutical Sciences, CHA University, 120 Haeryong-ro, Pocheon 11160, Korea. yna7315@cha.ac.kr.
  • Suh YG; Department of Pharmacy, College of Pharmacy and Institute of Pharmaceutical Sciences, CHA University, 120 Haeryong-ro, Pocheon 11160, Korea. wson@cha.ac.kr.
  • Jung JW; Department of Pharmacy, College of Pharmacy and Institute of Pharmaceutical Sciences, CHA University, 120 Haeryong-ro, Pocheon 11160, Korea. ygsuh@cha.ac.kr.
  • Kim SH; College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, Daegu 41566, Korea. jungj@knu.ac.kr.
Molecules ; 23(11)2018 Nov 19.
Article em En | MEDLINE | ID: mdl-30463260
ABSTRACT
α-Vinyl or α-acetylenyl azacycles were easily synthesized from 7- to 9-membered lactams and 6- to 9-membered lactams via N,O-acetal trimethylsilyl (TMS) ethers. Organocopper and organostannane reagents afforded reasonable yields for the respective N-acyliminium ion vinylation and acetylenylation intermediates generated from N,O-acetal TMS ethers in the presence of a Lewis acid.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Éteres / Lactamas / Acetais Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2018 Tipo de documento: Article
Texto completo
Imprimir
XML
PubMed Links
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Éteres / Lactamas / Acetais Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2018 Tipo de documento: Article