The chemoselective and efficient deprotection of silyl ethers using trimethylsilyl bromide.
An efficient and chemoselective cleavage of silyl ethers (primary, secondary and aromatic) by using catalytic quantities of trimethylsilyl bromide (TMSBr) in methanol is reported. A wide range of alkyl silyl ethers such as TBS, TIPS, and TBDPS can be chemoselectively cleaved in high yield in the presence of aryl silyl ethers. The deprotection of silyl esters was also achieved employing catalytic quantities of TMSBr.
Shah
Syed Tasadaque A
ST
Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, UCD Conway Institute, University College Dublin, Belfield, Dublin 4, Ireland.
Guiry
Patrick J
PJ
D004987:Ethers; D009682:Magnetic Resonance Spectroscopy; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
D004987:Ethers; D014297:Trimethylsilyl Compounds; C068554:trimethylsilyl bromide