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2.2.1.1.1.1 Cross Coupling with a Palladium(II) Catalyst

DOI: 10.1055/sos-SD-208-00193

Petit, C.; Montchamp, J.-L.Science of Synthesis: Cross Coupling and Heck-Type Reactions, (20132332.

The preparation of (−)-(S)-2-(diphenylphosphoryl)-2′-[(trifluoromethanesulfonyl)oxy]-1,1′-binaphthyl by palladium-catalyzed cross coupling of diphenylphosphine oxide and 2,2′-bis[(trifluoromethanesulfonyl)oxy]-1,1′-binaphthyl was reported to proceed without racemization in 65% yield.[‌20‌] Following some modifications, this reaction has been used to prepare a large range of substituted binaphthyls by cross coupling of various secondary phosphine oxides with aryl halides or trifluoromethanesulfonates (Table 1 and Scheme 2).[‌21‌‌27‌]

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