Tetrahedron letters

A simple, convenient, general procedure for the synthesis of 2-alkyn-1-ylboronates

HC Brown, CD Roy, R Soundararajan

Index: Brown, Herbert C.; Roy, Chandra Deo; Soundararajan, Raman Tetrahedron Letters, 1997 , vol. 38, # 5 p. 765 - 768

Full Text: HTML

Citation Number: 13

Abstract

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, 2-(iodomethyl)-1, 3, 2-dioxa-4, 4, 5, 5-tetramethylborolane gave superior yields with a wide variety of alkynyllithiums. This procedure offers a simple and ...