106064-60-2Relevant articles and documents
Enantiospecific total synthesis of a novel arachidonic acid metabolite 3-hydroxyeicosatetraenoic acid
Bhatt,Falck,Nigam
, p. 249 - 252 (2007/10/03)
The enantiomers R- and S-3-hydroxyeicosatetraenoic acid 11a, 11b were synthesized from coupling of a chiral aldehyde 7 with a Wittig salt 4, which were derived from 2-deoxy-D-ribose and arachidonic acid, respectively.
Substrate modification as a means of enhancing the enantioselectivity of microbial reductions of β-keto esters. An (R)- or (S )-1,3,5-trihydroxypentane synthon
Brooks, Dee W.,Kellogg, Rosemary P.,Cooper, Curt S.
, p. 192 - 196 (2007/10/02)
The enantioselectivity of yeast-mediated reduction of 5-(benzyloxy)-3-oxopentanoate esters can be optimized by simple selection of a suitable ester alkoxy group. The resulting chiral 5-(benzyloxy)-3-hydroxypentanoates with > 95% ee can serve as either an (R)- or (S)-1,3,5-trihydroxypentane synthon for asymmetric syntheses. The synthesis of a key optically active intermediate for (S)-(-)-lipoic acid is provided as an example.