788-39-6Relevant academic research and scientific papers
New and efficient method for the preparation of medium-sized lactones from the corresponding ω-hydroxycarboxylic acids
Mukaiyama, Teruaki,Izumi, Jun,Shiina, Isamu
, p. 187 - 188 (2007/10/03)
Medium-sized lactones are prepared in good yields on treating monomeric cyclic silyl siloxycarboxylates, prepared in situ from ω-hydroxycarboxylic acids and 1,2-bisdimethylsilylbenzene using RhCl(PPh3)3 catalyst, with an active catalyst of dimethylsilylbis(trifluoromethanesulfonate).
Scandium trifluoromethanesulfonate as an extremely active Lewis acid catalyst in acylation of alcohols with acid anhydrides and mixed anhydrides
Ishihara, Kazuaki,Kubota, Manabu,Kurihara, Hideki,Yamamoto, Hisashi
, p. 4560 - 4567 (2007/10/03)
Scandium trifluoromethanesulfonate (triflate), which is commercially available, is a practical and useful Lewis acid catalyst for acylation of alcohols with acid anhydrides or the esterification of alcohols by carboxylic acids in the presence of p-nitrobenzoic anhydrides. The remarkably high catalytic activity of scandium triflate can be used for assisting the acylation by acid anhydrides of not only primary alcohols but also sterically-hindered secondary or tertiary alcohols. The method presented is especially effective for selective macrolactonization of ω-hydroxy carboxylic acids.
LACTONIZATION REACTIONS OF (Ω-CARBOXYALKYL)SULFONIUM SALTS
Nakamura, Takako,Matsuyama, Haruo,Takahashi, Masaya,Kamigata, Nobumasa
, p. 59 - 66 (2007/10/02)
The intramolecular cyclizations of sulfonium salts having an ω-carboxyalkyl group were investigated for the synthesis of five- to nine-membered lactones, and five- to seven-membered lactones were obtained in good yields from S-(ω-carboxyalkyl)thiolanium salts.The scope and limitations of the synthetic utility of the reaction are indicated by this study. Key words: Lactonization reactions; (ω-carboxyalkyl)diphenylsulfonium salts; S-(ω-carboxyalkyl)thiolanium salts; medium-sized lactones; large-sized lactones; sulfur-containing lactones.
