Erythro Diastereomers Research Articles

Stereochemical assignment of erythro and threo isomers of 2-aryloxy-1-(2-piperidyl)ethanol by phase sensitive homocorrelation nuclear magnetic resonance experiments

The stereochemical assignment as erythro and threo for two pairs of 2-(aryloxy)-1-(2-piperidyl)ethanols 1 and 2 is described. Their CHO–CHN coupling constants were measured on the phase sensitive 1H–1H homocorrelation spectra (DQF–COSY), optimized by means of the LAOCOON-3 program, and compared with the calculated values from an MM2 conformational analysis. The experimental constants were Jerythro = 3.3/3.8 Hz and Jthreo = 6.4/6.8 Hz, whereas the calculated values were 2.5 and 5.4 Hz, respectively. 13C nuclear magnetic resonance steric shielding of the C(3) carbon atom in the erythro diastereomers confirms the results of the conformational analysis.

Diastereomeric effects on chiral axes in the13C-NMR spectra of diallenes

The13C NMR spectra of two acyclic diallenes exhibited diastereomeric signal splitting. Diastereomeric effects arise due to differences in the magnetic shielding of carbon nuclei in threo and erythro diastereomers, which are formed as a result of interaction of two chiral axes presented by the two allene fragments.

A naturally occurring erythro diastereomer of pumiliotoxin b

The 15R,16S erythro diastereomer of pumiliotoxin B has been discovered in the skin of an Australian myobatrachid frog, Pseudophryne coriacea .

ChemInform Abstract: STEREOCHEMICAL CONSIDERATIONS AND THE ANTIINFLAMMATORY ACTIVITY OF 6‐AMINO‐6,7,8,9‐TETRAHYDRO‐5H‐BENZOCYCLOHEPTEN‐5‐OLS AND RELATED DERIVATIVES

AbstractDie auf den im Formelschema angegebenen Wegen dargestellten Aminoalkohole (IV), (V), (XII) und (XIII) sowiedie Tricyclen (VI) und (VII) werden auf antiin?ammatorisehe Wirkung geprüft.