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Tetrahedral intermediate Dieckmann condensation

The mechanism of a Dieckmann condensation is identical to the mechanism we described for the Claisen condensation. An anion formed at the a-carbon of one ester in Step 1 adds to the carbonyl of the other ester group in Step 2 to form a tetrahedral carbonyl addition intermediate. This intermediate ejects ethoxide ion in Step 3 to regenerate the carbonyl group. Cyclization is followed by formation of the conjugate base of the j8-ketoester in Step 4, just as in the Claisen condensation. The j8-ketoester is isolated after acidification with aqueous acid. [Pg.540]

See other pages where Tetrahedral intermediate Dieckmann condensation is mentioned: [Pg.138]    [Pg.1240]    [Pg.860]    [Pg.860]    [Pg.860]   
See also in sourсe #XX -- [ Pg.890 ]

See also in sourсe #XX -- [ Pg.890 ]

See also in sourсe #XX -- [ Pg.890 ]

See also in sourсe #XX -- [ Pg.835 ]



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Condensers intermediate

Dieckmann

Tetrahedral intermediate

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