Atroposelectivity in the reactions of ortholithiated aromatic tertiary amides with aldehydes

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Peter Bowles, Jonathan Clayden, Madeleine Helliwell, Catherine McCarthy, Matthew Tomkinson and Neil Westlund


Abstract

The products of the addition of ortholithiated N,N-dialkylnaphthamides to aldehydes are pairs of stable, diastereoisomeric atropisomers, formed with selectivities of up to 90∶10 in favour of the syn-atropisomer.


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