A novel family of BINAP ligands were prepared with alkoxy- and acetoxy-derived substituents in the 3,3'-positions. They were prepared through a convergent synthesis starting from readily available 4-bromo-2-naphthol. These ligands afforded excellent enantioselectivities in the asymmetric hydrogenation of substituted olefins. The presence of the 3,3'-substituents was shown to be beneficial by a direct comparison with the parent unsubstituted BINAP. [reaction: see text]
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