Synthesis 1994; 1994(12): 1331-1336
DOI: 10.1055/s-1994-25690
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Efficient Synthesis of Enantiopure Tretrahydroisoquinolines by Diastereoselective Intramolecular Heck Reaction Using α-Amino Acid Derivatives

L. F. Tietze* , O. Burkhardt
  • *Institut für Organische Chemie, Universität Göttingen, Tammannstr. 2, D-37077 Göttingen, Germany
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Publication History

Publication Date:
25 April 2002 (online)

A new facile method for the synthesis of enantiopure 3,4-disubstituted tetrahydroisoquinolines 10a-d and 14 is described. Starting from commercially available α-amino acids the compounds 3a-d and 4 were prepared by an easy five-step sequence and afterwards cyclized selectively in an intramolecular Heck reaction using Pd(OAc)2, PPh3, TPAB and KOAc.