K. Nakajima, H. Oda, K. Okawa
Feb 1, 1983
Citations
0
Influential Citations
51
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
A convenient synthesis of optically active S-alkylcysteine, threo-S-Alkyl-β-methylcysteine, and lanthionine derivatives has been investigated. Benzyl 1-benzyloxycarbonyl-(2S)-2-aziridinecarboxylate and benzyl (2S,3S)-1-benzyloxycarbonyl-3-methyl-2-aziridinecarboxylate, and their enantiomers were treated with several thiols, and the corresponding S-alkylcysteine, threo-S-alkyl-β-methylcysteine, and lanthionine derivatives were prepared via the ring-opening reaction of aziridine in the presence of a catalytic amount of boron trifluoride etherate in good yields.