Selective deprotection of terminal isopropylidene acetals and trityl ethers using HClO4 supported on silica gel.
Terminal isopropylidene acetals are selectively cleaved to the corresponding 1,2-diols in good to excellent yields in 6-24 h at room temperature by using the 'HClO4.SiO2' reagent system. Likewise, trityl ethers are readily cleaved to the corresponding alcohols in good to excellent yields within 2-3 h at room temperature. Work-up involves merely filtration of the reagent followed by purification of the crude product.
Agarwal
Aditi
A
Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India.
Vankar
Yashwant D
YD
D000080:Acetals / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry; D010472:Perchlorates / Q000737:chemistry*; D058428:Silica Gel; D012822:Silicon Dioxide / Q000737:chemistry*; D014320:Triphenylmethyl Compounds / Q000737:chemistry*
D000080:Acetals; D000475:Alkenes; D004987:Ethers; D010472:Perchlorates; D014320:Triphenylmethyl Compounds; D058428:Silica Gel; D012822:Silicon Dioxide; C013658:propylene