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DOI: 10.1055/sos-SD-002-00315

Poli, R.; Smith, K. M.Science of Synthesis, (20032310.

Under certain circumstances, organochromium(III) compounds transfer their al­kyl or aryl groups to al­de­hydes and, less frequently, to ke­to­nes. The particular selectivity and tolerance of this reaction make it particularly useful in organic synthesis. The use of these chromium reagents may be advantageous for use with acid-sensitive substrates, because of their reduced Lewis acidity relative to other transfer reagents [e.g., tri­chlo­ro­meth­yl­titanium(IV) or al­kyl­triisoprop­oxotitanium(IV)].