- Stereochemical assignments of the chlorinated residues in victorin C
-
Victorins are cyclic pentapeptide natural products isolated from the fungus Cochliobus victoriae. Using a combination of synthesis and spectroscopic methods we have assigned the geometry of the vinyl chloride residue and determined the stereochemistry of the 5,5-dichloroleucine moiety. Georg Thieme Verlag Stuttgart.
- Durow, Amanda C.,Butts, Craig,Willis, Christine L.
-
experimental part
p. 2954 - 2962
(2010/03/03)
-
- Conjugate Addition of Alkyl Mercaptans and Thioacetic Acid to β-Chloro-α,β-didehydro-α-amino Acids: Studies toward the Synthesis of β,β-Bis(alkylthio)-α-amino Acids.
-
The conjugate addition of mercaptans to β-chloro-α,β-didehydroamino acids has been studied as a method for the preparation of β,β-bis(alkylthio)-α-amino acids.The addition of thioacetic acid was observed to yield β,β-bis(acetylthio)-DL-alanine derivatives.The addition of other mercaptans, such as benzyl mercaptan or appropriate cysteine derivatives, gave only the monosubstitution product, a β-(alkylthio)-α,β-didehydro-α-amino acid; addition of a second molecule of the mercaptan failed to occur.Studies were carried out on the addition of mercaptans to β, β-dichloro-α,β-didehydro-α-amino acid derivatives.By this method the unsymmetrical α,β-bis(alkylthio)dehydroamino acid 14 was prepared, though in low yield and of undetermined configuration.
- Kolar, Aldean J.,Olsen, Richard K.
-
p. 3246 - 3249
(2007/10/02)
-