Asymmetric pictet-spengler reactions: Synthesis of 1,2,3,4-tetrahydroisoquinoline carboxylic acid (Tic) chimeras

Abstract:

A preparatively simple diastereoselective synthesis of the amino acid chimera (1S,3S)-1,2,3,4-tetrahydroisoquinoline-1,3-dicarboxylic acid from hexafluoroacetone-protected phenylalanine and glyoxylic acid hydrate via Pictet-Spengler reaction is described. The potential of the reaction of hexafluoroacetone-protected phenylalanine with other aldehydes was scrutinized.

Año de publicación:

2001

Keywords:

• heterocycles
• Diastereoselectivity
• Cyclizations
• amino acids
• Quinolines

Fuente:

scopus

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