The Regioselective 4-Benzylation of 2,4-Dihydroxybenzaldehyde

作者: Wilford L. Mendelson , Monica Holmes , Jack Dougherty

DOI: 10.1080/00397919608003653

关键词:

摘要: Abstract A regioselective mono-benzylation of the 4-hydroxyl group 2,4-dihydroxybenzaldehyde (2) to produce 1 under extremely mild basic conditions (NaHCO3 or KF) has been developed. This approach gives improved regioselectivity relative earlier methods.

参考文章(8)
John Daly, Leopold Horner, Bernhard Witkop, Chemical and Enzymatic Routes to Methoxydopamines Journal of the American Chemical Society. ,vol. 83, pp. 4787- 4792 ,(1961) , 10.1021/JA01484A022
Achintya K. Sinhababu, Masami Kawase, Ronald T. Borchardt, tert-Butyldimethylsilyl ethers of phenols: Their one-step conversion to benzyl or methyl ethers and utility in regioselective ortho lithiation Tetrahedron Letters. ,vol. 28, pp. 4139- 4142 ,(1987) , 10.1016/S0040-4039(00)95560-6
Jack M. Miller, K. H. So, James H. Clark, Fluoride ion promoted synthesis of alkyl phenyl ethers Canadian Journal of Chemistry. ,vol. 57, pp. 1887- 1889 ,(1979) , 10.1139/V79-299
Eberhard Reimann, Natürliche Stilbene. Synthese von Polyhydroxystilbenäthern durch Wittig-Reaktion Chemische Berichte. ,vol. 102, pp. 2881- 2888 ,(1969) , 10.1002/CBER.19691020902
Paul M. Dewick, Benzyl p-Toluenesulphonate as an 0-Benzylating Agent for the Protection of Phenols Synthetic Communications. ,vol. 11, pp. 853- 857 ,(1981) , 10.1080/00397918108065666
Nobuo Ishikawa, Tomoya Kitazume, Takashi Yamazaki, Yoshiharu Mochida, Toshio Tatsuno, ENHANCED EFFECT OF SPRAY-DRIED POTASSIUM FLUORIDE ON FLUORINATION Chemistry Letters. ,vol. 10, pp. 761- 764 ,(1981) , 10.1246/CL.1981.761