81346-53-4Relevant academic research and scientific papers
ABSOLUTE STEREOCHEMISTRIES AND CONFORMATIONS OF CLERODIN AND CARYOPTIN. WHY CONFLICTING RESULTS IN ABSOLUTE STEREOCHEMISTRY BASED ON CD AND ORD SPECTRA?
Morita, Masaya,Kojima, Yasuhiro,Kato, Natsuki,Miwa, Kanji,Tanaka, Isao,et al.
, p. 5631 - 5634 (1983)
The reverse of absolute stereochemistries of clerodin and caryoptin means that the correct chirality conflict with the absolute stereochemistries based on Cotton effects.Molecular mechanics and X-ray studies confirmed that the B ring of the 6-keto derivatives retained the boat form as the stable conformer.Furthermore, the steric factors causing the conformational changes were proved by derivation to the strain-free derivatives.The conformation of the B ring in the derivatives changed to the chair form which is confirmed by the X-ray and CD.
