Representative 2-alkyn-1-ylboronates have been synthesized in good to
excellent yields using the reaction of the newly available diisopropyl
iodomethylboronate with alkynyllithiums generated in situ. Comparable
yields are obtained from both acyclic and cyclic boronates. However,
odomethyl)-1,3,2-dioxa-4,4,5,5-tetramethylborolane gave superior yield
s with a wide variety of alkynyllithiums. This procedure offers a simp
le and convenient alternative route to existing methodologies in terms
of the milder reaction condition and the ease of the operation. (C) 1
997, Elsevier Science Ltd.