Concepedia

The Regioselective 4-Benzylation of 2,4-Dihydroxybenzaldehyde

Wilford L. Mendelson, Monica Holmes, J. T. Dougherty

Synthetic Communications · 1996 · 31 citations · 6 references

DOI

Concepts

Abstract

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

References

6

Hydrogen bonding in organic synthesis. 3. Hydrogen bond assisted reactions of cyclic organic hydrogen bond electron acceptors with halogenoalkanes in the presence of potassium fluoride

James H. Clark, Jack M. Miller · Journal of the American Chemical Society · 1977 · 101 citations

, , +8

ENHANCED EFFECT OF SPRAY-DRIED POTASSIUM FLUORIDE ON FLUORINATION

Nobuo Ishikawa, Tomoya Kitazume, Takashi Yamazaki et al. · Chemistry Letters · 1981 · 70 citations

, , +2

Chemical and Enzymatic Routes to Methoxydopamines

John W. Daly, Leopold Horner, Bernhard Witkop · Journal of the American Chemical Society · 1961 · 45 citations

, , +9

tert-Butyldimethylsilyl ethers of phenols: Their one-step conversion to benzyl or methyl ethers and utility in regioselective ortho lithiation

Achintya K. Sinhababu, Masami Kawase, Ronald T. Borchardt · Tetrahedron Letters · 1987 · 30 citations

, , +6

Fluoride ion promoted synthesis of alkyl phenyl ethers

Jack M. Miller, Kwok-Hung So, James H. Clark · Canadian Journal of Chemistry · 1979 · 30 citations · Full text

, , +5