Reduction of α-Trimethylsiloxy Nitriles by Diisobutylaluminum Hydride. An Efficient and Facile Stepwise Preparation of α-Trimethylsiloxy Aldehydes and α-Hydroxy Aldehydes from Ketones
- 1 January 1991
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1991 (07) , 479-480
- https://doi.org/10.1055/s-1991-20767
Abstract
Reduction of α-trimethylsiloxy nitriles with diisobutylaluminum hydride (DIBAH) followed by hydrolysis of the imines formed with dilute sulfuric acid provides the corresponding α-trimethylsiloxy aldehydes in high yield. Subsequent treatment of the α-siloxy aldehydes with dilute hydrochloric acid results in the preparation of labile α-hydroxy aldehydes in good yield.Keywords
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