SYNTHESIS OF ENANTIOMERICALLY PURE (S)-3-TRICHLOROMETHYLBUTYRIC ACID VIA ASYMMETRIC CONJUGATE ADDITION OF TRICHLOROMETHYL METAL COMPOUNDS TO A CHIRAL ENOATE. ACTIVATION EFFECT OF A SULFONYLAMINO GROUP.

Article abstract of DOI:10.1016/S0040-4039(00)95121-9

(+)(S)-3-Trichloromethylbutyric acid, a building block for synthesis of various marine natural products, can be prepared via 99:1 stereoselective conjugate addition of Cl3CMgCl to the crotonate of a chiral auxiliary containing a sulfonylamino substituent.