Chemoselective O-tert-butoxycarbonylation of phenols using 6,7-dimethoxyisoquinoline as a novel organocatalyst
The chemoselective O-tert-butoxycarbonylation of phenols using low levels (5-0.1 mol %) of 6,7-dimeth-oxyisoquinoline as a reusable organocatalyst is described.
Saito, Yukako,Yoshimura, Yuichi,Takahata, Hiroki
experimental part
p. 6915 - 6917
(2011/03/18)
A novel protecting group for hindered phenols
Boc2O and DMAP were used to protect hindered phenols as their Boc derivatives under mild conditions. Deprotection conditions were developed to suppress loss of a tert-butyl group from the aromatic ring, or alkylation of an additional tert-butyl group at an unsubstituted ortho or para position.
Hansen, Marvin M.,Riggs, Jennifer R.
p. 2705 - 2706
(2007/10/03)
Phase transfer catalysis in the tert-butyloxycarbonylation of alcohols, phenols, enols, and thiols with di-tert-butyl dicarbonate
It is shown that the tert-butyloxycarbonylation of phenols, alcohols, enols, and thiols can be accomplished by reaction of these functionalities with di-tert-butyl bicarbonate under phase transfer conditions.The reactions proceed in high yield and can also be used for the introduction of t-BOC groups onto functionalized polymer backbones such as poly(p-hydroxystyrene).In addition, a study is made of the selectivity towards tert-butyloxycarbonilation of various polyfunctional compounds.
Houlihan, F.,Bouchard, J.,Frechet, J. M. J.,Willson, C. G.
p. 153 - 162
(2007/10/02)
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