Synthesis 1988; 1988(4): 287-290
DOI: 10.1055/s-1988-27545
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Simple, One-Pot Synthesis of 1-Alkoxy-1-alkynes and 1-Alkoxy-1-alkyn-3-ols

Wayne M. Stalick* , Robert N. Hazlett, Robert E. Morris
  • *Department of Chemistry, George Mason University, Fairfax, VA 22030, USA
Further Information

Publication History

Publication Date:
20 August 2002 (online)

The title compounds are prepared by a high yield, one-pot reaction using readily available chloroacetaldehyde dialkyl acetals as starting materials. The reaction is initiated by sodium amide and the intermediate acetylide anion thus produced, reacts readily with a variety of electrophiles such as alkyl halides, carbonyl compounds or water to produce the desired products.