Amino acid derived thiane oxide and dioxide systems as disposable templates: Synthesis of α-amino ketones, anti-amino alcohols and an amino cyclopentenone

Article abstract of DOI:10.1016/0040-4039(96)01610-3

Sulfones and sulfoxides synthesised from methionine and homocysteine thiolactone have been cyclised to amino ketones using potassium bis(trimethylsilyl)amide. Ramberg-Backlund chemistry on one of the sulfones gave an amino cyclopentenone whereas acyclic α-amino ketones and anti-amino alcohols were obtained by Raney nickel desulfurisation of the sulfoxides.