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Two effective procedures for the synthesis of trichloromethyl ketones, useful precursors of chiral α-amino and α-hydroxy acids

E. J. Corey, John O. Link and Yang Shao

*Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts, 02138, Email:

E. J. Corey, J. O. Link, Y. Shao, Tetrahedron Lett., 1992, 33, 3435-3438.

DOI: 10.1016/S0040-4039(00)92656-X

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Trihaloacetic acids can been converted to trichloromethyl and tribromomethyl ketones in good yield by a catalyzed reaction with aldehydes followed by oxidation. A coupling of organozinc intermediates with trichloroacetyl chloride gives trichloromethyl ketones.

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Key Words

trichloromethyl carbinols, tribromomethyl carbinols, chromic acid, ketones

ID: J72-Y1992-610