Efficient route to the synthesis of C-2, C-3 substituted 4-piperidones
โ Scribed by Dharmpal S. Dodd; Allan C. Oehlschlager
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 209 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
l-Carbobenzoxy-3-carbomethoxy-5,6-dihydro-4-pyridone (I) has proven to be exceptionally receptive in the conjugate addition of organocuprates to give C-2 substituted piperidones having the C-3 position activated toward alkylation.
Enone 1 was used as the key synthon in the synthesis of C-l, C-2 and C-3 substituted 4-piperidinol (8).
๐ SIMILAR VOLUMES
N-Alkyl substituted 4-piperidones readily undergo oxidation in high yield upon reaction with mercuric acetate. Application of the oxidation to the synthesis of the skeletal framework of several alkaloids is described.
1,2,4-Triazolo [3,4-alphthalazines have been shown to possess antihypertensive'-+, tuberculostatic3, antiinflammatory5, hypotensive6", and cardiovascular' activities. We have previously described the synthesis"", and conformational analysis',", as well as some of the biologicaP" activities and indus