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Nitrile oxides, cycloalkenyl

Nitrodienes undergo intermolecular Diels-Alder reactions with appropriate dienophiles. The resulting nitro compounds can then be cyclized via a nitrile oxide intermediate.49 Thus, the 2-chloroacrylonitrile Diels-Alder adduct of 8-nitro-l,3-octadiene was prepared and cyclized to give (105) as a 3 1 mixture of diastereomers (Scheme 30). The Diels-Alder adduct of dimethyl acetylenedicarboxylate and 8-nitro-l,3-octadiene cyclized exclusively at the conjugated double bond, activated by the ester groups. Similarly, the quinone Diels-Alder adduct (106) cyclized at the conjugated double bond reduction of the conjugated double bond permitted cyclization on the cycloalkenyl double bond. [Pg.1132]


See other pages where Nitrile oxides, cycloalkenyl is mentioned: [Pg.1111]    [Pg.1128]    [Pg.1129]   


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Cycloalkenyl

Cycloalkenylation

Nitrile oxides

Nitriles nitrile oxides

Oxidative nitriles

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