Synthesis and ring—Chain tautomerism of angularly substituted cycloalkane-fused tetrahydro-1,3-oxazines
✍ Scribed by Zsolt Szakonyi; Ferenc Fülöp; Gábor Bernáth; Ferenc Evanics; Frank G. Riddell
- Book ID
- 108378863
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 489 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
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📜 SIMILAR VOLUMES
The condensation of &-(1) and trans-2-hydroxymethyl-4-cyclohexenvl-l-amine (21 and 2,3-w- (3) cyclo?2.2.l]heptyl&nine (4j and 2,3-d.&&-3\_hydroxymethylbiwith 8 -different-aromatic aldehydes led to ring-chain tautomeric equilibria between epimeric tetrahydro-1,3-oxazines and open-chain Schiff bases.
## Abstract magnified image The condensation products of 2‐aminoethanol or 3‐aminopropanol (bearing an alkyl substituent on the carbon adjacent to the nitrogen) with substituted benzaldehydes proved to exist in CDCl~3~ at 300 K as threecomponent tautomeric mixtures of the diastereomeric five‐ or s
## Abstract Condensation of __cis__‐__2__‐aminomethylcyclohexanol with __p__‐nitrobenzaldehyde under mild conditions initially gives the imine as the kinetically controlled product. The imine undergoes a solid‐state rearrangement to the bicyclic tetrahydro‐1, 3‐oxazine. The kinetics of the rearrang