The Ring Opening of Unsymmetrical Allylic, Benzylic, Propargylic, and Si‐Substituted Epoxides by Titanium Acetylides: A Convenient Access to Certain 2‐Substituted 3‐Butyn‐1‐ols
- 1 July 1988
- journal article
- research article
- Published by Wiley in European Journal of Inorganic Chemistry
- Vol. 121 (7) , 1315-1320
- https://doi.org/10.1002/cber.19881210716
Abstract
Epoxides bearing aryl, alkenyl, alkynyl, and trimethylsilyl substituents react with titanium acetylides at the higher substituted carbon atom exclusively; the 2‐substituted 3‐butyn‐1‐ols thus formed are isolated in 33–79% yield. The dependence of the yield on the solvent, the ratio of the reactands, and their structure is discussed and a reaction mechanism is proposed.Keywords
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