Enhanced enantiostability of BINOL dimethyl ether under moderate acidic conditions

doi:10.1016/j.mencom.2018.01.007

Mendeleev Communications

Volume 28, Issue 1, January–February 2018, Pages 27-28

https://doi.org/10.1016/j.mencom.2018.01.007 Get rights and content

Compared with the parent 1,1’-bi-2-naphthol (BINOL), its dimethyl ether is highly resistant towards racemization under moderate acidic conditions. This finding confirms the hypothetical mechanism of BINOL atropisomerization including internal rotation around the C¹_sp3 –C^1'_sp3 bond in its protonatedforms.

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Enhanced enantiostability of BINOL dimethyl ether under moderate acidic conditions

Graphical abstract

Chem. Rev.

Eur. J. Org. Chem.

Chem. Rev.

Chem. Rev.

Chem. Rev.

1 1’-Binaphthyl-Based Chiral Materials: Our Journey

J. Org. Chem.

Org. Lett.

Chem. Eur. J.

Org. Lett.

Mendeleev Commun.