60418-02-2

Upstream product

• 100-52-7 benzaldehyde 
• 103-79-7 1-phenyl-acetone 
• 345930-74-7 3,4-Diphenyl-4-trimethylsilanyloxy-butan-2-one 
• 21453-81-6 trans-4,5-diphenyl-3-methylisoxazoline 
• 21453-81-6 (4S,5R)-3-Methyl-4,5-diphenyl-4,5-dihydro-isoxazole 
• 448294-92-6 (Rs,4S,5S)-4,5-diphenyl-3-(methylsulfinyl)methylisoxazoline 

Relevant academic research and scientific papers

Asymmetric hydroformylation of styrene catalyzed by furanoside phosphine-phosphite-Rh(I) complexes

A series of phosphine-phosphite ligands, derived from inexpensive D-(+)-xylose, were tested in the Rh-catalyzed asymmetric hydroformylation of styrene. Systematic variation of the phosphite moiety revealed a remarkable effect on the selectivity of the hyd

Highly stereoselective oxazaborolidinium ion catalyzed synthesis of (Z)-silyl enol ethers from alkyl aryl ketones and trimethylsilyldiazomethane

Highly stereoselective (Z)-silyl enol ethers were prepared from alkyl aryl ketones and trimethylsilyldiazomethane (TMSD) using an oxazaborolidinium ion catalyst. In addition, ring-expanded silyl enol ethers were successfully constructed from cyclic ketones. Their synthetic utilities were shown by sequential Mukaiyama aldol and [2 + 2]-cycloaddition reactions.

Tetranuclear BINOL-titanium complex in selective direct aldol additions

(Chemical Equation Presented) The extremely robust and water-stable tetranuclear complex Ti4(μ-BINOLato)6(μ3- OH)4 (1) catalyzes the direct aldol addition with high degrees of regioselectivity at the sterically more encumbered α-side of unsymmetrical ketones. The formation of quaternary stereocenters is described. Oxygen-containing ene components can also be used as starting material in these reactions. When used with aliphatic aldehydes, acetals 18 or acetals of aldol adducts 20 were observed. As few as 0.2 mol % loadings with this catalyst 1 were enough to complete the reactions. Mechanistical aspects of the reactions are discussed.

Unusual highly regioselective direct aldol additions with a moisture-resistant and highly efficient titanium catalyst

The extremely robust and water-stable tetranuclear complex Ti 4(μ-BINOLato)6(μ3-OH)4 was found to catalyze the direct aldol addition with high regioselectivities at the more steric α-encumbered side of unsymmetr

REDUCTION OF DELTA 2-ISOXAZOLINES. PART 3: RANEY-NICKEL CATALYZED FORMATION OF beta -HYDROXY KETONES.

The importance of the beta -hydroxy ketone moiety has led to the development of a wide variety of aldol type methodologies for its construction. A conceptually new approach to these 'aldol adducts' is presented on the basis of left bracket 3 plus 2 right bracket dipolar cycloaddition of in situ generated nitrile oxides and olefins followed by reduction of the resulting DELTA **2-isoxazolines. This approach provides a nice complement of the aldol type reaction. Optimum conditions for the transformation of DELTA **2-isoxazolines to beta -hydroxy ketones use Raney-nickel catalyst, boric acid, 5/1 MeOH/H//2O, and hydrogen gas. Under these mild conditions, 3-methyl-5-n-butyl- DELTA **2-isoxazoline is transformed to 4-hydroxy-2-octanone in high yield. Thus 'directed aldol' type adducts are readily available by selection of the appropriate olefin and nitrile oxide precursor (usually the 1 degree nitro compound).