The Journal of Organic Chemistry

N-Chloroazasteroids. A novel class of reactive steroid analogs. Preparation, reaction with thiols, and photochemical conversion to electrophilic N-acyl imines

TG Back, K Brunner

Index: Back, Thomas G.; Brunner, Kurt Journal of Organic Chemistry, 1989 , vol. 54, # 8 p. 1904 - 1910

Full Text: HTML

Citation Number: 12

Abstract

Conclusions Using a combination of NMR and molecular modeling techniques, the structure of moroidin is shown to be composed entirely of L amino acids. Consideration of scalar proton-proton coupling constants eliminates structures having an R configuration at either the 0-substituted leucine or tryptophan residues. Intramolecular NOEs further define the linkage between C2 on the tryptophan indole and N1 on the imidazole ring of histidine. ...