Enantioselective 1,1-diarylation of terminal alkenes catalyzed by palladium with a chiral phosphoric acid

Abstract

The enantioselective 1,1-diarylation of allyl sulfones and vinyl sulfones is reported for the first time, enabled by a combination of Pd₂dba₃ and a chiral SPINOL-derived phosphoric acid. Various chiral sulfones containing 1,1-diarylalkane motifs were obtained in moderate to good yields with moderate to high enantioselectivities. Control experiments suggested that the sulfone group plays a key role in providing enantioselectivity and reactivity control and might serve as a directing group.

Keywords

Cooperative catalysis / 1 / 1-diarylation / allyl sulfone / chiral sulfone / chiral anion phase-transfer catalysis

References

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