Nolla-Saltiel R,
Ariki ZT,
Schiele S,
Alpin J,
Tahara Y,
Yokogawa D,
Nambo M,
*,
Crudden CM.
*
Queen’s University, Kingston, Canada and Nagoya University, Japan
Enantiospecific Cross-Coupling of Cyclic Alkyl Sulfones.
Nat. Chem. 2024;
16: 1445-1452
DOI:
10.1038/s41557-024-01594-x
Key words
cross-coupling - Grignard reagents - nickel catalysis - sulfones
Significance
Nickel-catalyzed ring-opening arylation of α-aryl cyclic sulfones with aryl Grignard
reagents as nucleophiles is reported. The reaction can be carried out in an enantiospecific
fashion by using enantioenriched sulfones (not shown).
Comment
Experimental studies and DFT calculations support the shown catalytic cycle. The use
of a preformed nickel(II) catalyst was the key to minimize competing β-hydride elimination.
The cross-coupled products were also treated with electrophiles other than MeI, affording
various sulfone products in good yields (not shown).
