The synthesis of model compounds of azadirachtin containing the tetrahydrofurancarboxylate hemiketal functional group was achieved. The course of the oxidative ring contraction reaction that was used to form this functional group was observed to be unusually sensitive to the nature of substituents remote from the reactive centre.
|Number of pages
|Published - 1994
Bibliographical noteFunding Information:
Acknowledgements: We thank C. Hester Wallis and Maria-Lux de la Puente for synthetic assistance, and Drs. Andrew J. Edwards and Paul R. Raithby for the determination of the crystal stmctures. We would lie to thank the National Science Foundation for a NSF-NATO Post-Doctoral Fellowship (to RBG) and Ciba for further post-doctoral support. We also acknowledge financial support from Pfizer Central Research and the BP Research Endowment (to SVL).
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry