Mild and efficient photochemical and thermal deprotection of thioacetals and ketals using DDQ
L Mathew, S Sankararaman
Index: Mathew, Lizamma; Sankararaman, S. Journal of Organic Chemistry, 1993 , vol. 58, # 26 p. 7576 - 7577
Full Text: HTML
Citation Number: 37
Abstract
Thioacetals and ketals are often used as carbonvl protecting groups, as well as masked acyl anions in organic synthesis.'Hence, the deprotection of thioacetals and ketals to regenerate the carbonyl compound is an important synthetic transformation. Thioacetals and ketals are resistant to conventional acid-catalyzed hydrolytic cleavage. Among the various available methods for deprotection, the transition metal-induced hydrolysis, as well as oxidative and ...
Related Articles:
[Jiang, Jianwen; Wang, Pingping; Cai, Mingzhong Journal of Chemical Research, 2014 , vol. 38, # 4 p. 218 - 222]
[Munoz, Juan De M.; Alcazar, Jesus; De La Antonio, Hoz; Diaz-Ortiz, Angel Tetrahedron Letters, 2011 , vol. 52, # 46 p. 6058 - 6060]
[Shirini, Farhad; Jolodar, Omid Goli Journal of Molecular Catalysis A: Chemical, 2012 , vol. 356, p. 61 - 69]
[Baillargeon,V.P.; Stille,J.K. Journal of the American Chemical Society, 1986 , vol. 108, p. 452]
[Bansal, Vipin Kumar; Thankachan, Pompozhi Protasis; Prasad, Rajendra Applied Catalysis A: General, 2010 , vol. 381, # 1-2 p. 8 - 17]