Conversion of Medium-Sized Lactams to -Vinyl or -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

doi:10.3390/molecules23113023

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Conversion of Medium-Sized Lactams to -Vinyl or -Acetylenyl Azacycles via N,O-Acetal TMS Ethers

Kim, Minjun;
Jang, Jaebong;
Choi, Goyoung;
Chung, Sungkyun;
Lim, Changjin;
... Kim, Seok-Ho;
외 6명

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4

초록

-Vinyl or -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.

키워드

medium-sized lactam; amidoalkylation; -vinyl or -acetylenyl azacycles; ASYMMETRIC-SYNTHESIS; PYRROLIDINE

제목: Conversion of Medium-Sized Lactams to -Vinyl or -Acetylenyl Azacycles via N,O-Acetal TMS Ethers

저자: 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

DOI: 10.3390/molecules23113023

발행일: 2018-11

유형: Article

저널명: Molecules

권: 23

호: 11

언어: ENG

출판사: MDPI

발행국가: 스위스

ISSN: E 1420-3049