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A one pot nucleophile/electrophile additiodhydrogenation sequence was applied to ((benzene)Cr(CO)j) to give predominantly the 4,5-trans-disubstituted cy- clohexene. Several asymmemc modifications of the sequential addition of C-nu- cleophiles and C-elecuophiles to (arene)Cr(CO), complexes are discussed. A mechanistically intriguing route involves the use of chiral phosphorous ligands to control the diastereoselectivity in the migratory CO insertion step and/or the reductive elimination step in the sequence. Ephedrine and norephedrine derived ligands gave product ee of up to 69 9%. New C2-chiral bidentate ligands (L*) which emulate some of the bonding characteristics of CO were synthesized and briefly considered for this application. The main interest in these ligands concerns their potential in catalytic C-C bond forming reactions; a first application to the Lewis acid (CpFeL*)+ catalyzed Diels- Alder reaction between enals and dienes was successfully realized.

Chiral CO-emulating ligands: From arene chromium chemistry to enantioselective catalysis