10.1021/jo052656m.s001
Douglass F. Taber
Douglass F.
Taber
Karen V. Taluskie
Karen V.
Taluskie
Computationally Guided Organometallic Chemistry: Preparation of
the Heptacyclic Pyrazine Core of Ritterazine N
American Chemical Society
2006
Ritterazine
tricyclic
Computationally
cyclized
heptacyclic pyrazine core
Organometallic
cycloaddition
azido
Heptacyclic Pyrazine Core
diastereocontrol
Diel
triene
equilibrating conditions
Preparation
ritterazine N
Wittig homologation
Guided
intramolecular diene cyclozirconation
ketone
2006-03-31 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Computationally_Guided_Organometallic_Chemistry_Preparation_of_the_Heptacyclic_Pyrazine_Core_of_Ritterazine_N/3230191
Diels−Alder cycloaddition of <b>10</b> followed by Wittig homologation and intramolecular diene cyclozirconation of the resulting triene under equilibrating conditions led to the tricyclic 6−6−5 ketone <b>5</b> with
high diastereocontrol. The derived α-azido ketone <b>16</b> cyclized efficiently to the heptacyclic pyrazine
core of ritterazine N.