Abstract
Thioacetals derived from aromatic ketones react with butyllithiums already at -78°C and produce via a reductive process the corresponding α-thiobenzyllithiums in high yields. The same reaction also takes place selectively, under suitable conditions, with the thioacetals derived from benzaldehyde on which a competing metallation reaction is also possible. These observations clearly show that the thioacetal functionality is not a suitable protecting group against alkyllithiums for aromatic carbonyl compounds.
Original language | English |
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Pages (from-to) | 2509-2512 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 32 |
Issue number | 22 |
DOIs | |
Publication status | Published - 1 Jan 1991 |