Interaction of the tryptamine derivative (3) with the formyl ester (4) gave (±)-20-deethyl-2,16-didehydro-14,16-bis(methoxycarbonyl)-3-phenyl-3,14- seco-20-epiaspidospermidine (7) instead of the expected acetal (6). The product of the reaction of 3 with the acetoacetic aldehyde derivative (5) was ethylene acetal of (±)-2,16-didehydro-16-methoxycarbonyl-3-phenyl-14,15- dinoraspidospermidin-19-one (8), it was readily convertible into the reactive intermediate (10). Further build-up starting from secondary amine (11) gave the N(4)-substituted derivatives, while 10 afforded products with unexpected structures. The reaction of 10 with acetic anhydride yielded different products depending on the reaction conditions.
|Number of pages||15|
|Publication status||Published - dec. 1 1998|
ASJC Scopus subject areas
- Analytical Chemistry
- Organic Chemistry