Carbonyl Homologation via β-Trimethylsilyl β-Lactone Rearrangements. A Nonbasic Alternative to the Wittig Reaction
- 1 January 1995
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 25 (1) , 15-20
- https://doi.org/10.1080/00397919508010783
Abstract
Saturated and unsaturated aldehydes and ketones, when treated with trimethylsilylketene and BF3 for 16 hours, form β-lactones which spontaneously rearrange to α,β-unsaturated TMS esters; these hydrolyze during workup to form the corresponding carboxylic acids.Keywords
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