A Pathway of Synthesis Toward the Aspidosperma Alkaloids
- 1 January 1979
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 9 (6) , 505-513
- https://doi.org/10.1080/00397917908060954
Abstract
A recent synthesis of a vincadifformine (1) derivative followed a c-b-a order of bond construction,2 which postpones the introduction of the angular ethyl group until a late stage of the reaction sequence. In view of the new, ready access to compounds3,4 whose structures represent nearly the full complement of carbons characteristic of the non-tryptamine portion of the Aspidosperma alkaloids their use in the total synthesis of such natural bases could be envisaged. The present communication illustrates a c-b-a approach to Aspidosperma alkaloid synthesis by exploitation of the pyran derivative 2 and hence by early introduction of the angular ethyl group.5Keywords
This publication has 3 references indexed in Scilit:
- Short syntheses of eburnamonine via .beta.-oxycyclopropylcarbonyl and related intermediatesJournal of the American Chemical Society, 1978
- ?, ?-Unsaturated Carbonyl CompoundsSynthetic Communications, 1973
- Photocyclization of 1-(.alpha.-indolyl)-2-(.beta.-pyridyl)acrylonitrileThe Journal of Organic Chemistry, 1970