Asymmetric Pictet-Spengler reactions: synthesis of 1, 2, 3, 4-tetrahydroisoquinoline carboxylic acid (Tic) chimeras
J Spengler, H Schedel, J Sieler, PJLM Quaedflieg…
Index: Spengler; Schedel; Sieler; Quaedflieg; Broxterman; Duchateau; Burger Synthesis, 2001 , # 10 p. 1513 - 1518
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Citation Number: 11
Abstract
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.
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