DBU-Promoted Facile, Chemoselective Cleavage of Acetylenic TMS Group
Chang-Eun Yeom, Mi Jeong Kim, Whail Choi, B. Moon Kim*
*School of Chemistry, College of Natural Sciences, Seoul
National University, Seoul 151747, Korea, Email: kimbm
snu.ac.kr
C.-E. Yeom, M. J. Kim, W. Choi, B. M. Kim, Synlett, 2008, 565-568.
Abstract
With either 1.0 or even 0.1 equivalents of DBU, smooth desilylation of various terminal acetylenic TMS groups was accomplished selectively in the presence of alkyl silyl ethers and other base-labile groups. Furthermore, more sterically hindered terminal acetylenic silyl groups such as TBDMS and TIPS remained intact under these conditions.
see article for more examples
Key Words
DBU, silylacetylenes, chemoselective, deprotection
ID: J60-Y2008-0610
