Organic Chemistry Portal



Heteropolyacid-Catalyzed Direct Deoxygenation of Propargyl and Allyl Alcohols

Masahiro Egi, Takuya Kawai, Megumi Umemura and Shuji Akai*

*School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan, Email:

M. Egi, T. Kawai, M. Umemura, S. Akai, J. Org. Chem., 2012, 77, 7092-7097.

DOI: 10.1021/jo300889p

see article for more reactions


Proper solvent selection between Cl(CH2)2Cl and CF3CH2OH was the key to high yields in a deoxygenation of propargyl alcohols in the presence of Et3SiH and H3[PW12O40]ĚnH2O as catalyst. Under similar conditions, the deoxygenation of allyl alcohols proceeded to give thermodynamically stable alkenes with migration of the double bonds in good yields.

see article for more examples

Key Words

Deoxygenation, Triethylsilane

ID: J42-Y2012-2700