Photocyclisation of enamides. Part 29. A general strategy for the synthesis of ipecac and heteroyohimbine alkaloids
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 1271-1280
- https://doi.org/10.1039/p19900001271
Abstract
The synthesis of the ester (12) and lactone (19)via reductive photocyclisation of the enamide (3), kinetically controlled alkylation of the furopyridone (4), and reductive cleavage of the γ-lactones (10) and (14) illustrates a new general method for the preparation of the ipecac and heteroyohimbine alkaloids.This publication has 4 references indexed in Scilit:
- Stereocontrolled synthesis of 19-epiajmalicine from loganin agluconeTetrahedron, 1988
- Photocyclisation of enamides. Part 23. Reductive photocyclisation of enamidesJournal of the Chemical Society, Perkin Transactions 1, 1985
- A stereoselective synthesis of corynantheine-type alkaloids via enamine annulation. Total synthesis of (±)-dihydrocorynantheol and formal total synthesis of (±)-corynantheine and (±)-ajmalicineJournal of the Chemical Society, Perkin Transactions 1, 1981
- General methods of synthesis of indole alkaloids. 14. Short routes of construction of yohimboid and ajmalicinoid alkaloid systems and their carbon-13 nuclear magnetic resonance spectral analysisJournal of the American Chemical Society, 1976