Abstract
Silyl enol ethers 1, which are readily available from the corresponding aldehydes, react rapidly with m-chloroperbenzoic acid to afford the protected α-hydroxy aldehydes 3 in good yield. Treatment of 3 with acetic anhydride and triethylamine produces -acetoxy aldehydes 5. This sequence provides a simple procedure for α-hydroxylation of aldehydes. Silyl enol ethers of ketones 10 are converted directly to α-siloxy ketones 11 with m-chloroperbenzoic acid representing a significant improvement over the usual enol ether or acetate procedure.
| Original language | English |
|---|---|
| Pages (from-to) | 3427-3429 |
| Number of pages | 3 |
| Journal | Journal of Organic Chemistry |
| Volume | 40 |
| Issue number | 23 |
| DOIs | |
| State | Published - 1 Nov 1975 |
| Externally published | Yes |