Bulky trialkylsilyl acetylenes in the Cadiot-Chodkiewicz cross-coupling reaction.
Bulky trialkylsilyl-protected alkynes such as triethylsilyl (TES), tert-butyldimethylsilyl (TBS), and triisopropylsilyl (TIPS) acetylenes underwent the Cadiot-Chodkiewicz cross-coupling reaction with different bromoalkynes to form a variety of synthetically useful unsymmetrical diynes in good yields. The diyne alcohol 10 was transformed regio- and stereoselectively into enynes by hydrotelluration, carbometalation, and reduction reactions.
Marino
Joseph P
JP
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA. jmarino@nd.edu
Nguyen
Hanh Nho
HN