A Versatile Approach Towards Enantiopure α-Methyl β-Hydroxy Ketones. Application to the Synthesis of (4R,5S) Sitophilure and of Its Stereoisomers
- 1 July 1998
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 28 (14) , 2613-2620
- https://doi.org/10.1080/00397919808004830
Abstract
Rice weevil pheromone sitophilure ((4R,5S)-5-hydroxy-4-methyl-3-heptanone) and its three diastereomers were synthesized in three steps, starting from 3-(trimethylsilyloxy)-1,3-pentadiene and propionaldehyde. Other optically active α-methyl β-hydroxy ketones can also be synthesized by the reported procedure.Keywords
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