Vinyl azides in heterocyclic synthesis. Part 8. Synthesis of the naturally occurring phosphodiesterase inhibitors PDE-I and PDE-II
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 4,p. 931-935
- https://doi.org/10.1039/p19870000931
Abstract
The synthesis of the naturally occurring pyrrolo[3,2-e]indole phosphodiesterase inhibitors PDE-I (1) and PDE-II (2) from isovanillin is described. The route involves the construction of both pyrrole rings by vinylnitrene cyclisations, the key cyclisation substrates being the azidoacrylates (5) and (11), prepared from the aldehydes (4) and (10) respectively. The tricyclic intermediate (12) is converted into both PDE-I and PDE-II by selective reduction, followed by carbamoylation or acetylation respectively, and deprotection.This publication has 1 reference indexed in Scilit:
- Total Synthesis of PDE-IAgricultural and Biological Chemistry, 1979