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

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
40
Issue
17
Identifiers
DOI: 10.1016/s0040-4039(99)00519-5
Disciplines
  • Chemistry
  • Physics

Abstract

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.

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