Cationic Rhodium (I)/Bisphosphane Complex??Catalyzed Isomerization of Secondary Propargylic Alcohols to α, β??Enones

K Tanaka, T Shoji, M Hirano

Index: Tanaka, Ken; Shoji, Takeaki; Hirano, Masao European Journal of Organic Chemistry, 2007 , # 16 p. 2687 - 2699

Full Text: HTML

Citation Number: 33

Abstract

Abstract We have determined that hydrogenated cationic Rh (I)/bisphosphane complexes are highly active catalysts for the isomerization of secondary propargylic alcohols to α, β- enones. A kinetic resolution of secondary propargylic alcohols proceeded with moderate selectivity with [Rh ((R)-BINAP)] OTf as a catalyst. Mechanistic studies revealed that the isomerization proceeds through intramolecular 1, 3-and 1, 2-hydrogen migration ...