Original reactions of α,α-dithio aryl alkanes with butyllithiums
作者:Alain Krief、Benoĭt Kenda、Phillippe Barbeaux
DOI:10.1016/s0040-4039(00)74368-1
日期:1991.11
Thioacetals derived from aromatic ketones react with butyllithiums already at -78-degrees-C and produce via a reductive process the corresponding alpha-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.