Abstract

Reaction of 2-bromo-6-lithiopyridine with trialkylboranes affords 5-alkyl-5-dialkylboryl-2-( Z), 4( E)- pentadienenitriles by stereospecific alkylative cleavage of the pyridine ring. These intermediary vinylboranes are versatile reagents for the preparation of 5-alkyl-2( Z), 4( E)-pentadienenitriles, 5,5-dialkyl-4-pentenenitriles and 5,5-dialkyl-2,4-pentadienenitriles.

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