59117-56-5Relevant academic research and scientific papers
Molecular orbital studies on pericyclic reactions of cinnamyl xanthates in β-cyclodextrin cavities
Eto,Kubota,Nakagawa,Yoshitake,Harano
, p. 1652 - 1659 (2000)
The solid β-cyclodextrin (β-CyD) complex of O-cinnamyl S-methyl dithiocarbonates (xanthate, 1a), upon heating at 45°C, underwent asymmetric [3,3]-sigmatropic rearrangement to give the optically S-(1-phenylallyl) S-methyl dithiocarbonate (2a) with 60% ee.
Retro-ene type fragmentation of allylic dithiolcarbonates
Eto, Masashi,Nishimoto, Mitsuhiro,Kubota, Shoji,Matsuoka, Toshikazu,Harano, Kazunobu
, p. 2445 - 2448 (2007/10/03)
The formation of 2-alkenyl alkyl sulfides from S-(2-alkenyl) S-alkyl dithiocarbonates with extrusion of COS was found to be effectively catalyzed by Lewis acids. The ab initio calculations strongly suggested that the reaction falls into category of 'retro-alkylthio-ene' reaction.
Palladium-Catalyzed Synthesis of Allylic and Benzylic Sulifides from the Corresponding Dithiocarbonates
Lu, Xiyan,Ni, Zhijie
, p. 66 - 68 (2007/10/02)
Allylic and benzylic sulfides are prepared from O-(2-alkenyl) or S-(2-alkenyl) S-alkyl and O-benzyl S-alkyl dithiocarbonates in the presence of palladium(0)-phosphine complex as a catalyst.
Homogenous Catalysis. Production of Allyl Alkyl Sulphides by Palladium Mediated Allylation
Auburn, Pamela R.,Whelan, John,Bosnich, B.
, p. 146 - 147 (2007/10/02)
The use of O-allyl S-alkyl dithiocarbonate substrates in palladium mediated catalytic allylation gives carbonyl sulphide and allyl alkyl sulphides with net retention of configuration and their use obviates the problems associated with sulphur nucleophiles in catalytic allylation.
A CONVENIENT AND STEREOSELECTIVE SYNTHESIS OF ALLYLIC SULFIDES
Harano, Kazunobu,Ohizumi, Norihide,Hisano, Takuzo
, p. 4203 - 4206 (2007/10/02)
The fractional distillation of O-(2-alkenyl or 2-cycloalkenyl) S-alkyl dithiocarbonates (xanthates) affords 2-alkenyl or 2-cycloalkenyl alkyl sulfides.The reaction involves the -sigmatropic rearrangement of the xanthates to produce S-(2-alkenyl or 2-cycloalkenyl) S-alkyl dithiocarbonates followed by extrusion of carbon oxysulfide to give 2-alkenyl or 2-cycloalkenyl alkyl sulfides.
