Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method

Authors

Robert J. Wehrle, University of Southern MississippiFollow
Douglas R. Powell, University of OklahomaFollow
Douglas S. Masterson, University of Southern MississippiFollow

Document Type

Article

Publication Date

1-1-2021

Department

Chemistry and Biochemistry

School

Mathematics and Natural Sciences

Abstract

Mosher amides of α-methylselenocysteine were synthesized to determine the absolute stereochemistry of the sterically hindered α-carbon utilizing ¹H, ¹³C, ¹⁹F, and ⁷⁷Se NMR spectroscopies. After analysis of these spectra using the established Mosher method, the stereochemistry of the α-carbon was determined to be (R), which was subsequently confirmed using x-ray crystallography.

Publication Title

Results in Chemistry

Volume

3

Recommended Citation

Wehrle, R., Powell, D., Masterson, D. (2021). Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method. Results in Chemistry, 3.
Available at: https://aquila.usm.edu/fac_pubs/18966