Confirmation by IR of the preferred conformations of CFTA esters in solution: a highly reliable criterion for the stereochemistry assignment of chiral alcohols.
Direct confirmation of the preferred conformation of diastereomeric esters derived from a chiral secondary alcohol and a chiral derivatizing agent in solution, which is crucial for reliable NMR-based assignment of absolute stereochemistry of the alcohol, has been attained for the first time by examination of IR spectra of the CFTA esters.
Omata
Kenji
K
Department of Chemistry, Graduate School of Science, Tohoku University, 6-3 Aoba, Aramaki, Aoba-ku, Sendai, Japan980-8578. omata@he.tohoku.ac.jp
Kotani
Kohsuke
K
Kabuto
Kuninobu
K
Fujiwara
Tomoya
T
Takeuchi
Yoshio
Y
D000085:Acetates / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D008968:Molecular Conformation; D012996:Solutions; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D014050:Toluene / Q000031:analogs & derivatives* / Q000737:chemistry
D000085:Acetates; D000438:Alcohols; D004952:Esters; D012996:Solutions; C401482:cyanofluoro-p-tolylacetic acid; D014050:Toluene