Atroposelectivity in the reactions of ortholithiated aromatic tertiary amides with aldehydes

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

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

81 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)2607-2616
Number of pages10
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number17
DOIs
Publication statusPublished - 7 Sep 1997

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