92975-86-5Relevant academic research and scientific papers
Direct aldol reaction of pyruvic derivatives: Catalytic attempt to synthesize ulosonic acids
El-Sepelgy, Osama,Schwarzer, Darius,Oskwarek, Piotr,Mlynarski, Jacek
supporting information; experimental part, p. 2724 - 2727 (2012/07/14)
The catalytic asymmetric aldol reaction of pyruvic aldehyde dimethyl acetal and 2-acetylthiazole with sugar aldehydes is demonstrated to be the key step in the synthesis of 3-deoxy-2-ulosonic acids. Efficient and stereoselective pyruvate aldol reactions are catalyzed by metal-based chiral Trost and Shibasaki catalysts. The presented synthetic methodology mimics aldolase-catalyzed reactions by direct activation of C3 pyruvate equivalents with the use of metal-based chiral catalysts en route to the synthesis of 2-keto-3-deoxy-D-glucosonic acid and 3-deoxy-D-manno-2-octulosonic acid derivatives. Copyright
Proline organocatalysis as a new tool for the asymmetric synthesis of ulosonic acid precursors
Enders, Dieter,Gasperi, Tecla
, p. 88 - 90 (2007/10/03)
PEP and aldolase mimicry is the key for a direct organocatalytic entry to precursors of ulosonic acids, biomolecules of enormous importance in biology, chemistry and medicine; in the key aldol reaction the dimethylacetal of pyruvic aldehyde is used as pho
STEREOSELECTIVE REDUCTION OF β-HYDROXYKETONES TO 1,3-DIOLS. HIGHLY SELECTIVE 1,3-ASYMMETRIC INDUCTION VIA BORON CHELATES
Koichi, Narasaka,Pai, Fong-Chang
, p. 2233 - 2238 (2007/10/02)
Highly selective asymmetric induction can be achieved in the reduction of acyclic β-hydroxyketones via boron chelates.Treatment of β-hydroxyketones (1) with tributyl or triisobutylborane and successively with sodium borohydride afforded syn-1,3-diols (3)
