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Synlett 2000; 2000(11): 1640-1642
DOI: 10.1055/s-2000-7929
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Enantioselective Protonation of Organolithiums Having the Tetrahydroisoquinoline Skeleton

Andrew J. Burton* , Jonathan P. Graham, Nigel S. Simpkins
  • *School of Chemistry, The University of Nottingham, University Park, Nottingham NG7 2RD, UK; Fax +44 1 15 9 51 35 64; E-mail: nigel.simpkins@Nottingham.ac.uk
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Publication Date:
31 December 2000 (online)

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The enantioselective protonation of a series of organolithiums derived from 1-substituted tetrahydroisoquinolines, using the readily available chiral amine 6, proceeds in up to 86% ee and enables a novel asymmetric synthesis of salsolidine.

enantioselective protonation - organolithium - tetrahydroisoquinoline - salsolidine

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