AMINO-ACID DERIVED THIANE OXIDE AND DIOXIDE SYSTEMS AS DISPOSABLE TEMPLATES - SYNTHESIS OF ALPHA-AMINO KETONES, ANTI-AMINO ALCOHOLS AND AN AMINO CYCLOPENTENONE

Authors
GAMBLE MP GIBLIN GMP MONTANA JG OBRIEN P OCKENDON TP TAYLOR RJK
Citation
Mp. Gamble et al., AMINO-ACID DERIVED THIANE OXIDE AND DIOXIDE SYSTEMS AS DISPOSABLE TEMPLATES - SYNTHESIS OF ALPHA-AMINO KETONES, ANTI-AMINO ALCOHOLS AND AN AMINO CYCLOPENTENONE, Tetrahedron letters, 37(41), 1996, pp. 7457-7460
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
41
Year of publication
1996
Pages
7457 - 7460
Database
ISI
SICI code
0040-4039(1996)37:41<7457:ADTOAD>2.0.ZU;2-1
Abstract
Sulfones and sulfoxides synthesised from methionine and homocysteine t hiolactone have been cyclised to amino ketones using potassium bis(tri methylsilyl)amide. Ramberg-Backlund chemistry on one of the sulfones g ave an amino cyclopentenone whereas acyclic alpha-amino ketones and an ti-amino alcohols were obtained by Raney nickel desulfurisation of the sulfoxides. Copyright (C) 1996 Elsevier Science Ltd