130856-89-2

Upstream product

• 111138-02-4 (-)-(S)-5-phenyl-4,5-dihydrofuran-2(3H)-one 
• 74-88-4 methyl iodide 
• 1771-65-9 2-methyl-4-oxo-4-phenylbutanoic acid 
• 6938-44-9 ethyl 2-methyl-4-oxo-4-phenyl-butanoate 
• 15732-75-9 3-benzoyl-2-methylenepropionic acid 
• 1008-76-0 4,5-dihydro-5-phenyl-2(3H)-furanone 
• 10606-64-1 trans-α-Methyl-γ-phenyl-γ-butyrolactone 
• 97-63-2 methyl methacrylate 
• 100-52-7 benzaldehyde 
• 100-42-5 styrene 
• 123-62-6 propionic acid anhydride 
• 23092-23-1 3-methyl-1-phenylbut-3-en-1-ol 

Downstream Products

• 38795-58-3 2-methyl-4-phenylbutyric acid methyl ester 
• 10606-64-1 cis-α-Methyl-γ-phenyl-γ-butyrolactone 
• 143901-75-1 3-methyl-5-phenyl-3-(phenylthio)dihydrofuran-2(3H)-one 
• 143901-77-3 trans-2-methyl-2-(methylthio)-4-phenylbutyrolactone 

Relevant academic research and scientific papers

Synthesis of 2-hydroxytetrahydrofurans by Wacker-type oxidation of 1,1-disubstituted alkenes

1,1-Disubstituted alkenes feature high steric hindrance, which renders their Wacker-type oxidation difficult. We demonstrate the stereoselective synthesis of 2-hydroxytetrahydrofurans via the Wacker-type oxidation of 3-methyl-3-buten-1-ols by using a PdCl

Pd(ii)/Zn co-catalyzed chemo-selective hydrogenation of α-methylene-γ-keto carboxylic acids

An efficient Pd/Zn co-catalyzed chemo-selective hydrogenation of α-methylene-γ-keto carboxylic acids is described. This methodology offers a divergent synthesis of α-methyl-γ-keto carboxylic acids, α-methylcarboxylic acids, and lactones starting from α-me

MnO2-promoted carboesterification of alkenes with anhydrides: A facile approach to γ-lactones

An efficient carboesterification of alkenes with anhydrides promoted by MnO2 has been developed to afford functionalized γ-lactones in good to excellent yields. This method shows a broad substrate scope and provides a valuable and convenient synthetic tool for constructing γ-lactones.

Biotransformation of aromatic ketones and ketoesters with the non-conventional yeast Pichia glucozyma

The non-conventional yeast Pichia glucozyma CBS 5766 has been used for the biotransformation of different aromatic ketones and ketoesters. The growth and biotransformation conditions were optimised for the reduction of acetophenone and under optimised conditions, propiophenone, butyrophenone and valerophenone were reduced to the corresponding (S)-alcohols with high yields and enantioselectivity. Ketoreductase(s) of Pichia glucozyma showed high catalytic activities also towards aromatic β- and γ-ketoesters, being often competitive with esterase(s). These concurrent activities allowed for the preparation of hydroxyesters, hydroxyacids and lactones often in a very selective manner.

Asymmetric synthesis of anti-aldol segments via a nonaldol route: Synthetic applications to statines and (-)-tetrahydrolipstatin

(Chemical Equation Presented) An asymmetric synthesis of anti-aldol segments via a nonaldol route is described. The strategy involves a highly diastereoselective synthesis of functionalized tetrahydrofuran derivatives from optically active 4-phenylbutyrolactone. Treatment of the tetrahydrofuran derivatives with a Lewis acid and acetic anhydride provided the corresponding ring-opened styrene derivatives. Oxidative cleavage of the styrene derivatives provided access to the anti-aldol segments. The utility of this methodology was demonstrated by the synthesis of statine derivatives and pancreatic lipase inhibitor, (-)-tetrahydrolipstatin.

Enantioselective Synthesis of (+)-Cryptophycin 52 (LY355703), a Potent Antimitotic Antitumor Agent

A highly enantioselective and convergent synthesis of cryptophycin 52 (2), an exceedingly potent cytotoxic agent, is described. Cryptophycin 52, a synthetic variant of the cryptophycin family, is currently undergoing clinical trials. The synthesis is conv

Reductive Coupling of Ketones or Aldehydes with Electron-deficient Alkenes Promoted by Samarium Di-iodide

Samarium di-iodide is an efficient reagent for the reductive coupling of ketones or aldehydes and electron-deficient alkenes, whereby γ-lactones can be prepared in good yields from ethyl acrylate.