Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz

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Abstract

The adduct [MeO → Bpin-Bpin]- efficiently mediates the β-boration of α,β-unsaturated imines formed in situ. The use of chiral phosphines as additives, and in particular the chiral phosphine (S)-MeBoPhoz, enables the catalytic asymmetric reaction to proceed with higher enantioselectivity than the analogue copper(i) mediated reaction.

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Cascia, E. L., Sanz, X., Bo, C., Whiting, A., & Fernandez, E. (2015). Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz. Organic and Biomolecular Chemistry, 13(5), 1328–1332. https://doi.org/10.1039/c4ob02478h

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