Biomass derived furfural-based facile synthesis of protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs.

An efficient synthetic route towards tosyl-protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs, has been developed in 5 steps in 54% yield from biomass derived furfural. The synthetic utility of the piperidone core structure was demonstrated with the synthesis of a NK1 receptor antagonist.

Aldol reaction under solvent-free conditions: highly stereoselective synthesis of 1,3-amino alcohols

[formula: see text] A method for the highly stereoselective synthesis of 1,3-amino alcohols based on the indium trichloride-catalyzed Mukaiyama aldol reaction of keto ester (R,S)-1 under solvent-free conditions has been developed. The high selectivity observed can be explained on the basis of the shielding of one face by a remote substituent.