Propargylic acetylenic derivs - metallised and reacted with carbonyl cpds to form useful inters

摘要

Cpds. R1C triple bond C.CH2X (where R' = a (cyclo)aliphatic, aromatic polycyclic or trialkylsilyl gp. opt. contg. non-metallisable substituents, X = OR, NR2, or PR2, where R is as for R' and may form cyclic tert-amines or - phosphines) are metallised without structural change using an organo-alkali reagent in a solvent at -80 to -30 degrees C, pref. -80 to -50 degree C. These may be reacted with carbonyl cpds. to give the new cpds. R1C=C.CHXC(OH) R3R4 (where R3 and R4 = H or opt. substd. (cyclo) aliphatic, aromatic or alkaryl gps. or a (poly)cyclic gp. (e.g. of a steroid)).