File:Ireland model.svg
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Summary
| Description |
English: The Ireland model for the stereoselectivity on formation of enolates, from carbonyl compounds. An ester with an α-hydrogen (1) reacts with lithium N,N-dialkylamide via a cyclic intermediate. There are two possibilites: 2a leads to a sterically non-inhibited product, the E-enolate (3a), however 2b shows disfavourable syn-pentane interactions, sterically inhibiting the Z-enolate product (3b). Thus, the E-enolate is favoured.
Español: Modelo Irlanda para la estereoselectividad en la formación de enolatos a partir de compuestos carbonilicos. Un éster con hidrógeno α (1) reacciona con N,N-dialquilamida de litio a través de un intermediario cíclico. Existen dos posibilidades: 2a conduce a un producto no inhibido estéricamente, el enolato E (3a), mientras que 2b presenta interacciones syn-pentano desfavorables, inhibiendo estéricamente al producto enolato Z (3b). En consecuencia, se favorece el enolato E. |
| Date | |
| Source | Own work |
| Author | Omegakent |
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| Date/Time | Thumbnail | Dimensions | User | Comment | |
|---|---|---|---|---|---|
| current | 18:45, 10 September 2010 | | 668 × 343 (28 KB) | Omegakent | {{Information |Description={{en|1=The Ireland model for the stereoselectivity on formation of enolates, from carbonyl compounds. An ester with an α-hydrogen ('''1''') reacts with lithium ''N'',''N''-dialkylamide via a cyclic intermediate. There are two p |
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