Abstract
When the homologated nitrile 11 derived from L-tryptophan undergoes a modified Pictet-Spengler reaction with methyl propynoate, the resulting cis-tetrahydro-ß-carboline 12a is ideally functionalised for cyclisation to the bridged ketonitrile 14; simple functional group modifications via the nitrile 15 (structure confirmed by X-ray crystallography) allow convergence with the tetracyclic a,ß-unsaturated aldehyde 10, which is an advanced intermediate for the synthesis of a range of bridged indole alkaloids.
Original language | English |
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Pages (from-to) | 1559-1560 |
Number of pages | 2 |
Journal | Journal of the Chemical Society, Chemical Communications |
Issue number | 13 |
Publication status | Published - 1994 |