913058-07-8Relevant academic research and scientific papers
ASYMMETRIC SYNTHESIS OF POLYHYDROLXYLATED NATURAL PRODUCTS I. EFFICIENT PREPARATION OF L-ARABINITOL
Solladie, Guy,Hutt, Jean,Frechou, Catherine
, p. 61 - 64 (1987)
A new approach to sugar synthesis is demonstrated through the synthesis of L-arabinitol.Reduction of allylic β-ketosulfoxides followed by hydroxylation of the double bond in the resulting allylic β-ketosulfoxides are the two important asymmetric steps involved in the process.
Stereospecific hydroxylation of chiral allylic β-hydroxysulfoxides: asymmetric synthesis of L-arabinitol
Solladie, Guy,Frechou, Catherine,Hutt, Jean,Demailly, Gilles
, p. 827 - 836 (2007/10/02)
Chiral allylic β-hydroxysulfoxides 2 have been hydroxylated by the osmium tetroxide catalyzed reaction.The reaction can be highly stereoselective depending on the nature of the substituent linked to the double bond and the configurations of the sulfoxide and hydroxylic groups.The diastereoselectivity can be as high as 90 percent.This methodology was applied to the asymmetric synthesis of L-arabinitol.
