Tetrahedron letters

New synthesis of thiiranes by fluoride ion-promoted reaction of S-methyl-S′-trimethylsilylmethyl N-(p-toluenesulfonyl) dithioiminocarbonate and 2-( …

…, S Kohra, M Hojo, M Ohkuma, K Tomita, A Hosomi

Index: Tominaga; Ueda; Ogata; Kohra; Hojo; Ohkuma; Tomita; Hosomi Tetrahedron Letters, 1992 , vol. 33, # 1 p. 85 - 88

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Citation Number: 12

Abstract

Abstract The title compounds, readily prepared by the reaction of the corresponding S- methyl N-(p-toluene-sulfonyl) dithioiminocarbonate and 2-mercaptothiazoline with (chloromethyl) trimethylsilane in the presence of a base, were used as new reagents for the introduction of a thioformaldehyde unit to a carbonyl carbon. The reaction of these compounds with aldehydes in the presence of cesium fluoride afforded thiiranes via the 1, ...