Formation of functionalized cyclic ethers by intramolecular nitrile oxide cycloadditions期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

Formation of functionalized cyclic ethers by intramolecular nitrile oxide cycloadditions

Affiliation:	1. BioMolekulare Optik and Center for Integrated Protein Science CIPSM, Ludwig-Maximilians-Universität München, Oettingenstr. 67, 80538 Munich, Germany;2. Zentrum für Neuropathologie und Prionforschung, Ludwig-Maximilians-Universität München, Feodor-Lynen-Str. 23, 81377 Munich, Germany;3. NMR based structural Biology, Max Planck Institute for Biophysical Chemistry, Am Fassberg 11, 37077 Göttingen, Germany;4. MODAG GmbH, Mikro-Forum-Ring 3, 55234 Wendelsheim, Germany;5. DFG Research Center Nanoscale Microscopy and Molecular Physiology of the Brain, 37070 Göttingen, Germany

Abstract:	The reaction of O-trimethylsilyl α-bromo aldoximes with unsaturated alcohols produces oximino ethers which can be readily oxidized with sodium hypochlorite. The transient nitrile oxide intermediate formed undergoes spontaneous cyclization affording fused isoxazolines. MM2 calculations help rationalize the observed stereoselectivity.

Keywords:
本文献已被 ScienceDirect 等数据库收录！