Concepedia

Model Studies Towards Azadirachtin: Part 2. Construction of the Crowded C8bC14 Bond by Transition Metal Chemistry We thank Drs. D. H. Huang and G. Siuzdak for NMR spectroscopic and mass spectrometric assistance, respectively. This work was financially supported by the National Institutes of Health (USA), the Skaggs Institute for Chemical Biology, a predoctoral fellowship from the Division of Organic Chemistry of the American Chemical Society sponsored by Novartis (to A.J.R.), postdoctoral fellowships from Bayer AG (to M.F.), and Association pour la Recherche sur le Cancer (to R.B.), and grants from Abbott Laboratories, ArrayBiopharma, Bayer, Boehringer Ingelheim, DuPont, Glaxo, Hoffmann-LaRoche, Merck, Novartis, Pfizer, and Schering Plough.

K. C. Nicolaou, A. J. Roecker, Markus Follmann, Rachid Baati

Angewandte Chemie International Edition · 2002 · 53 citations · 0 references

DOI

Concepts

Abstract

Two strategies—one goal: Two novel methodologies for the construction of the crowded C8C14 bond of azadirachtin (1) are described. The first approach to this thorny synthetic hurdle utilizes radical chemistry and furnishes model system 2, whereas the second foray employs a nickel-mediated coupling reaction and affords model system 3.