title: General and practical conversion of aldehydes to homologated carboxylic acids.
abstract: The reaction of aldehydes with trichloromethide followed by sodium borohydride or sodium phenylseleno(triethyl)borate under basic conditions affords homologated carboxylic acids in high yields. This operationally simple procedure provides a practical, efficient alternative to other homologation protocols. The approach is compatible with sensitive aldehydes including enals and enolizable aldehydes. It also offers convenient access to alpha-monodeuterated carboxylic acids.
authors.affiliation: Department of Chemistry, The University of Alabama, Box 870336, Tuscaloosa, Alabama 35487-0336, USA.
authors.forename: Lauren R
authors.initials: LR
authors.lastname: Cafiero
authors.forename: Timothy S
authors.initials: TS
authors.lastname: Snowden