Abstract
The preparations of the tetrahydro-β-carbolines 8, 9b, and 9d are described. The Pictet-Spengler reaction of L-tryptophyl- L-proline methyl ester with 3-methylbutanal gave the tetrahydro-β-carbolines 20 and 21; subsequent acid-catalysed cyclisation afforded the fumitremorgin analogues 22 and 23. The 2-( p-toluenesulphonyl)tetrahydro-β-carboline 27a furnished the unsaturated pentacycle 28a upon treatment with alkali.
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