Altkali salts of 1,3,3-trisubstituted propynes and use of these organometallic compounds in synthesesстатья
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Аннотация:With the decrease of delocalising ability of substituents in salts 4 of 1,3,3-trisubstituted propynes, the structure of carbanions shifts from propargylic towards allenylic type. Such a changeover of structure - from propargylic to purely allenylic - is particularly developed for CIP of salts 4. Variation in both structure of caranions in 4, and ionic association in solutions of 4 exerts a marked effect on regiselectivity of their alkylation, leading to mixtures of acetylenic and allenic products. Influence of the nature of alkylating agent on regioselectivity of alkylation of 4 is essential. Protonation and trimethylsilylation of salts 4 lead exclusively to allenic products.