A SIMPLE, CONVENIENT, GENERAL PROCEDURE FOR THE SYNTHESIS OF 2-ALKYN-1-YLBORONATES

Citation
Hc. Brown et al., A SIMPLE, CONVENIENT, GENERAL PROCEDURE FOR THE SYNTHESIS OF 2-ALKYN-1-YLBORONATES, Tetrahedron letters, 38(5), 1997, pp. 765-768
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
5
Year of publication
1997
Pages
765 - 768
Database
ISI
SICI code
0040-4039(1997)38:5<765:ASCGPF>2.0.ZU;2-U
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, 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.