通过乙炔的分子内偶联简便制备与内酰胺或内酯稠合的环外共轭二烯及其在狄尔斯-阿尔德反应中的行为。
A facile preparation of exo-cyclic conjugated dienes fused to lactams or lactones via intramolecular coupling of acetylenes and their behavior in Diels-Alder reactions.
作者信息
Urabe H, Nakajima R, Sato F
机构信息
Department of Biomolecular Engineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501, Japan.
出版信息
Org Lett. 2000 Nov 2;2(22):3481-4. doi: 10.1021/ol0065221.
PMID:11082014
Abstract
[reaction: see text] Treatment of bis-acetylenic amides or esters 3 with (eta(2)-propene)Ti(O-i-Pr)(2) generates functionalized titanacyclopentadienes which, upon hydrolytic workup, give exo, exo-cyclic conjugated dienes 4 in good yields. Some regio- and stereochemical aspects of their Diels-Alder reaction with dienophiles are also disclosed.
摘要
[反应：见正文] 用(η(2)-丙烯)Ti(O-i-Pr)₂处理双炔酰胺或酯3可生成官能化的钛杂环戊二烯，经水解后处理，能以良好产率得到外型、外型环状共轭二烯4。还披露了它们与亲双烯体发生狄尔斯-阿尔德反应的一些区域和立体化学方面的情况。
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