Synlett 2010(5): 725-728  
DOI: 10.1055/s-0029-1219382
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Thioimidate N-Oxides: From Nature to Synthetic Pathways

Julie Schleissa, Deimante Cerniauskaitea, David Gueyrarda, Renato Iorib, Patrick Rollina, Arnaud Tatibouët*a
a Institut de Chimie Organique et Analytique, UMR 6005, Associé au CNRS, Université d’Orléans, B.P. 6759, 45067 Orléans, France
Fax: +33(2)38417281; e-Mail: arnaud.tatibouet@univ-orleans.fr;
b Consiglio per la Ricerca e la Sperimentazione in Agricoltura (C.R.A.-C.I.N.), Via di Corticella 133, 40129 Bologna, Italy
Further Information

Publication History

Received 23 October 2009
Publication Date:
10 February 2010 (online)

Zoom Image

Abstract

Inspired by the unexpected reactivity of desulfated naturally occurring glucoraphenin, methods to synthesize thioimidate N-oxides (TIO) have been devised on simple or carbohydrate templates. Either through halocyclization or under Mitsunobu conditions, the starting thiohydroximates cyclized to generate efficiently the corresponding TIO.

Crossref Cited-by logo
Article Citations