Synthesis of atropisomeric 2-(1-aminoalkyl)-1-naphthamides by stereoselective addition of organolithiums to a 2-imino-1-naphthamide

Jonathan Clayden*, Neil Westlund, Francis X. Wilson

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

21 Citations (Scopus)

Abstract

Unlike the corresponding aldehydes, 2-(N-methylformimino)-N,N-dialkyl- 1-naphthamides react highly atroposelectively with simple organolithium reagents to give atropisomeric amines whose syn stereochemistry is thermodynamically preferred over anti.

Original languageEnglish
Pages (from-to)3329-3330
Number of pages2
JournalTetrahedron Letters
Volume40
Issue number17
DOIs
Publication statusPublished - 23 Apr 1999

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