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.
Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, UCD Conway Institute, University College Dublin, Belfield, Dublin 4, Ireland.
Syed Tasadaque A
ST
Shah
Patrick J
PJ
Guiry
D004987:Ethers; D009682:Magnetic Resonance Spectroscopy; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
D004987:Ethers; D014297:Trimethylsilyl Compounds; C068554:trimethylsilyl bromide