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Retro-Nazarov

As predicted by stereoelectronic arguments, electron-donating substituents in the p-position raise the activation barrier for cyclization by stabilizing the pentadienyl cation (18, see Section 3.4.3). In 2002, Harmata and Lee reported that P-alkoxy substituents not only stabilize the pentadienyl cation but also promote a retro-Nazarov cyclization processes. Exposure of... [Pg.132]

Scheme 3.9 Retro-Nazarov reaction driven by electron-donating (i-substituents. Scheme 3.9 Retro-Nazarov reaction driven by electron-donating (i-substituents.
Harmata M, Schreiner PR, Lee DR, Kirchhoefer PL. Combined computational and experimental studies of the mechanism and scope of the retro-Nazarov reaction. J. Am. Chem. Soc. 2004 126 10954-10957. [Pg.548]


See other pages where Retro-Nazarov is mentioned: [Pg.420]    [Pg.275]    [Pg.295]    [Pg.1096]    [Pg.635]    [Pg.65]    [Pg.65]    [Pg.548]    [Pg.420]    [Pg.275]    [Pg.295]    [Pg.1096]    [Pg.635]    [Pg.65]    [Pg.65]    [Pg.548]    [Pg.80]    [Pg.269]    [Pg.330]   
See also in sourсe #XX -- [ Pg.1096 ]




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