189638-40-2Relevant academic research and scientific papers
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.
Selective manganese-mediated transformations using the combination: KMnO4/Me3SiCl
Marko, Istvan E.,Richardson, Paul R.,Bailey, Mark,Maguire, Anita R.,Coughlan, Niall
, p. 2339 - 2342 (2007/10/03)
A novel manganese reagent, generated from KMnO4 and Me3SiCl, in the presence of a quaternary ammonium salt, is shown to smoothly dichlorinate alkenes, open epoxides and chemoselectively oxidise sulfides to sulfoxides.
170. Asymmetric Palladium-Assisted Alkylation of Alkenes
Solladie-Cavallo, Arlette,Haesslein, Jean-Luc
, p. 1760 - 1773 (2007/10/02)
Palladium-promoted alkylation of alkenes using chiral sulfoxide-containing carbanions and chiral lithiated oxazolines results in asymmetric induction (AI) ranging from 3-5 percent (1,5 induction), 20-40 percent (1,3 induction) to 44-52 percent (1,4 induction).No general trend allowing predictions of results was found.With 1-hexene, attack at C(1) is almost exclusive but propene gives a mixture of attack at C(1) and C(2).The use of a chiral ligand together with malonate anion also leads to some asymmetric induction (ca. 20 percent).
