Computationally Guided Organometallic Chemistry: Preparation of the Heptacyclic Pyrazine Core of Ritterazine N
- 9 March 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 71 (7), 2797-2801
- https://doi.org/10.1021/jo052656m
Abstract
Diels−Alder cycloaddition of 10 followed by Wittig homologation and intramolecular diene cyclozirconation of the resulting triene under equilibrating conditions led to the tricyclic 6−6−5 ketone 5 with high diastereocontrol. The derived α-azido ketone 16 cyclized efficiently to the heptacyclic pyrazine core of ritterazine N.Keywords
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