Mixed methyl-silyl ketals of quinones. Their preparation via anodic oxidation and their chemistry
A Stern, JS Swenton
Index: Stern, Alan; Swenton, John S. Journal of Organic Chemistry, 1987 , vol. 52, # 13 p. 2763 - 2768
Full Text: HTML
Citation Number: 26
Abstract
Quinone bisketals are protected quinone derivatives' which are readily converted to synthetically versatile quinone monoketals2 by acid hydrolysis. However, for preparation of highly reactive and/or acid-labile quinone derivatives (eg, quinone imines3), a carbonyl protecting group which could be deblocked under mild, neutral conditions in nonnucleophilic media is desirable (Scheme I). One candidate for such a carbonyl ...
Related Articles:
Synthesis and chemical diversity analysis of bicyclo [3.3. 1] non-3-en-2-ones
[Hammill, Jared T.; Contreras-Garcia, Julia; Virshup, Aaron M.; Beratan, David N.; Yang, Weitao; Wipf, Peter Tetrahedron, 2010 , vol. 66, # 31 p. 5852 - 5862]
Oxidation of hydroquinone silyl ethers to quinones
[Stewart, Ray F.; Miller, Larry L. Journal of the American Chemical Society, 1980 , vol. 102, # 15 p. 4999 - 5004]
Phenolic oxidation with (diacetoxyiodo) benzene
[Pelter, Andrew; Elgendy, Said Tetrahedron Letters, 1988 , vol. 29, # 6 p. 677 - 680]
Asymmetric synthesis of functionalized 1, 2, 3, 4-tetrahydroquinolines
[Coutts, Ian G. C.; Culbert, Nicholas J.; Edwards, Mark; Hadfield, John A.; Musto, Donald R.; et al. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 1829 - 1836]
Asymmetric synthesis of functionalized 1, 2, 3, 4-tetrahydroquinolines
[Coutts, Ian G. C.; Culbert, Nicholas J.; Edwards, Mark; Hadfield, John A.; Musto, Donald R.; et al. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 1829 - 1836]