112638-25-2Relevant academic research and scientific papers
Asymmetric Total Synthesis of (+)-Neooxazolomycin Using a Chirality-Transfer Strategy
Kim, Jae Hyun,Kim, Illan,Song, Yeonghun,Kim, Min Jung,Kim, Sanghee
, p. 11018 - 11022 (2019)
The total synthesis of (+)-neooxazolomycin was achieved from the amino-acid d-serine. The efficiency of this approach is derived from the use of principles of memory of chirality and dynamic kinetic resolution in the intramolecular aldol reaction of a serine derivative to build the densely functionalized lactam framework and to install three contiguous stereocenters. The key intermediate was readily elaborated to the target natural product.
NEW CHIRAL BUILDING BLOCKS BY MICROBIAL ASYMMETRIC REDUCTION: A DIRECT ACCESS TO FUNCTIONALIZED 2R,3R- AND 2S,3R-2-METHYL-3-HYDROXY BUTYRATE SYNTHONS
Buisson, Didier,Henrot, Serge,Larcheveque, Marc,Azerad, Robert
, p. 5033 - 5036 (2007/10/02)
The reduction of 4-O-benzyl-2-methyl-3-oxo-butyrate esters by several fungal strains produces predominantly (2S,3R)-anti-hydroxyesters in high optical purity.The corresponding (2R,3R)-syn isomer was obtained, with other strains, only in mixture with the anti isomer.These esters are useful precursors for chiral 2-methyl-3-hydroxy-butyrolactone synthons.
