95177-35-8Relevant articles and documents
A concise route to D-erythro-sphingosine from N-Boc-L-serine derivatives via sulfoxide or sulfone intermediates
Chun, Jiong,Li, Guoqing,Byun, Hoe-Sup,Bittman, Robert
, p. 375 - 377 (2007/10/03)
Sulfoxide and sulfone intermediates 7 and 15, respectively, were employed to synthesize synthons 3 and 4, which are readily converted to the naturally occurring (2S,3R,4(E))-sphingosine 1 and (2S,3R)-sphinganine 2.
THE INVENTION OF RADICAL REACTIONS. PART XV. SOME MECHANISTIC ASPECTS OF THE DECARBOXYLATIVE REARRANGEMENT OF THIOHYDROXAMIC ESTERS
Barton, Derek H. R.,Bridon, Dominique,Fernandez-Picot, Isabel,Zard, Samir Z.
, p. 2733 - 2740 (2007/10/02)
Esters (mixed anhydrides) derived from aliphatic or alicyclic carboxylic acids (RCO2H) and thiohydroxamic acids 2 or 3 undergo a thermally or photochemically induced radical chain reaction to give sulphides 4 with loss of carbon dioxide.On irradiation at low temperature however, the chain reaction is essentially suppressed.Under these conditions moderate to good yields of dimers R-R are obtained from primary acids.The mechanistic and synthetic implications of these observations are discussed.
NEW DECARBOXYLATIVE CHALCOGENATION OF ALIPHATIC AND ALICYCLIC CARBOXYLIC ACIDS.
Barton, Derek H. R.,Bridon, Dominique,Zard, Samir Z.
, p. 5777 - 5780 (2007/10/02)
Thiohydroxamic-carboxylic mixed anhydrides can be decarboxylated in the presence of diaryl disulphides, diselenides and ditellurides to give sulphides, selenides and tellurides respectively in reasonable to good yield.