Utilization of hexabromoacetone for protection of alcohols and aldehydes and deprotection of acetals, ketals, and oximes under UV irradiation
作者:Kittichai Chaiseeda、Ladawan Chantharadet、Warinthorn Chavasiri
DOI:10.1007/s11164-017-3168-0
日期:2018.2
Hexabromoacetone (HBA) was efficiently used for the protection of alcohols and aldehydes and deprotection of benzaldehyde dimethyl acetal, solketal, and other acetals and ketals. In only 10 min, the protection of glycerol yielded 90% of solketal and protection of benzaldehyde gave 95% of benzaldehyde dimethyl acetal. The deprotection of benzaldehyde dimethyl acetal under UV irradiation gave over 90%
六溴丙酮(HBA)有效地用于保护醇和醛,以及对苯甲醛二甲基乙缩醛,Solketal以及其他缩醛和缩酮进行脱保护。在仅10分钟内,甘油的保护产生了90%的solketal,苯甲醛的保护得到了95%的苯甲醛二甲基乙缩醛。仅用2.5mol%的HBA,在15秒内在UV辐射下苯甲醛二甲基乙缩醛的脱保护得到超过90%的苯甲醛产率。HBA还成功用于脱氧。发现溶剂在这些反应的HBA效率中起着重要作用。