1314664-72-6Relevant articles and documents
SN1-type reactions in the presence of water: Indium(III)-promoted highly enantioselective organocatalytic propargylation of aldehydes
Sinisi, Riccardo,Vita, Maria Victoria,Gualandi, Andrea,Emer, Enrico,Cozzi, Pier Giorgio
supporting information; experimental part, p. 7404 - 7408 (2011/08/08)
Water under troubled chemistry! The first catalytic stereoselective addition of aldehydes to internal functionalized propargylic alcohols promoted by a combination of organocatalysis and indium triflate is described (see scheme). The reaction is tolerant of functional groups (FG) and was performed in the presence of water. High enantioselectivities (anti, 92-99 % ee) and moderate diastereomeric ratios (d.r., up to 6.7:1 for the anti isomer) were obtained. Copyright