88768-19-8Relevant articles and documents
Catalytic cyclization reactions of Huisgen zwitterion with -ketoesters by in situ chemoselective phosphine oxide reduction
Fourmy, Kévin,Voituriez, Arnaud
supporting information, p. 1537 - 1540 (2015/03/30)
The first examples of catalytic cyclization reactions between the Huisgen zwitterion and α-ketoester derivatives are reported. The use of phenylsilane with a substoichiometric amount of bis(p-nitrophenyl)phosphate/diisopropylethylamine proved to be crucial for the in situ reduction of the phosphine oxide formed during the reaction. The optimized protocol is applied to alkyl or aryl ketoesters, furnishing either the corresponding cycloadducts or the hydrazone derivatives, depending on the substitution patterns of the substrates, in moderate to good yields (up to 80% yield, 18 examples).
Stereochemical control in microbial reduction. Part 31: Reduction of alkyl 2-oxo-4-arylbutyrates by baker's yeast under selected reaction conditions
Dao, Duc Hai,Okamura, Mutsuo,Akasaka, Takeshi,Kawai, Yasushi,Hida, Kouichi,Ohno, Atsuyoshi
, p. 2725 - 2737 (2007/10/03)
Treatment of baker's yeast with phenacyl chloride in an aqueous-organic solvent has been proven to be an effective method of inhibiting the enzymes that afford (S)-enantiomers of α-hydroxy esters in the reduction of α-keto esters. The procedure is effective for the whole-cell system to produce the (R)-product with high chemical yield and high enantiomeric excess.
Practical Enantioselective Synthesis of a Homotyrosine Derivative and (R,R)-4-Propyl-9-hydroxynaphthoxazine, a Potent Dopamine Agonist
Melillo, David G.,Larsen, Robert D.,Mathre, David J.,Shukis, William F.,Wood, Alfred W.,Colleluori, Joseph R.
, p. 5143 - 5150 (2007/10/02)
Two enantioselective routes were developed to prepare chiral amino acid derivative 4.The key step in the first route was catalytic hydrogenation of acrylate derivative 3 using chiral rhodium catalysts.In the second route the key step was acylation of 2-ch
