Michael addition of 2-(3,4-dirnethoxyphenyl)ethylamine 3 or tryptamine 4 onto chiral acetylenic sulfoxides 2 followed by acid induced cyclization afforded the basic alkaloid skeleton of tetraisoquinoline and tetrahydro-β-carboline in high to moderate diastereoselectivity. Optically pure (R)-(+)-carnegineand (R)-(+)-tetrahydroharman have been synthesized.
|Number of pages||5|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - 1994|
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