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Stereospecific synthesis of a 2β-H-indoloquinolizidinone: Key intermediate in indole alkaloids synthesis

✍ Scribed by A. Pancrazi; J. Kervagoret; Q. Khuong-Huu

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
249 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis

The pyranose 4 yielded the 2-oxa-8-aza-bicycle 13.3.11 nonane 14 by condensation with tryptamine 7; the intermediate acyliminium I8 led to the expected 2j%H-imioloqtdnolizidinone 15ab through a Pictet-Spengler cyclisation.

In the course of a total synthesis of indole alkaloids, we were interested in searching for new strategies directed to construction of indoloquinolizidine skeleton. Our approaches in this area were grounded on the use of

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