Reference of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Mechanism and Stereoselectivity of the BINOL-Catalyzed Allylboration of Skatoles. Author is Huang, Genping; Diner, Colin; Szabo, Kalman J.; Himo, Fahmi.
D. functional theory calculations have been performed to investigate the binaphthol-catalyzed allylboration of skatoles. The high stereoselectivity observed for the reaction is reproduced well by the calculations and was found to be mainly a result of steric repulsions in the corresponding Zimmerman-Traxler transition states. The role of the additive MeOH in enhancing the stereoselectivity was also investigated and is suggested to promote the formation of less reactive allylboronic ester intermediates, thereby suppressing the formation of allylboroxine species, which undergo the facile racemic background reaction.
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Reference:
Bromide – Wikipedia,
bromide – Wiktionary