Carbonyl homologation via α-trimethylsilyl β-lactone rearrangements. A nonbasic alternative to the Wittig reaction
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.
Black,Zhang,Huang,Smith,Yates
p. 15 - 20
(2007/10/02)
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