3-phenylpropionaldehyde dimethyl acetal

Phenylpropionaldehyde Dimethyl Acetal View Flavor Chemical... 

SYNS l,l-DIMETHOXY-2-PHENYLPROPANE HYDROTROPALDEHTOE DIMETHYL ACETAL 2-PHENYLPROPIONALDEHYDE DIMETHYL ACETAL... 

Several examples of Sc(OTf)3-catalyzed aldol reactions of silyl enolates with aldehydes were been examined. Silyl enolates derived from ketones, thioesters, and esters reacted smoothly with different types of aldehyde in the presence of 5 mol % Sc(OTf)3 to afford the aldol adducts in high yields. Sc(OTf)3 was also found to be an effective catalyst in aldol-type reactions of silyl enolates with acetals. The reactions proceeded smoothly at -78 °C or room temperature to give the corresponding aldol-typc adducts in high )delds without side-reaction products. It should be noted that aldehydes were more reactive than acetals. For example, while 3-phenylpropionalde-hyde reacted with the ketene silyl acetal of methyl isobutyrate at -78 °C to give the aldol adduct in 80 % yield, no aldol-type adduct was obtained at -78 °C in the reaction of the same ketene silyl acetal with 3-phenylpropionaldehyde dimethyl acetal. The acetal reacted with the ketene silyl acetal at 0 °C to room temperature to give the... 

Sc(OTf)3 also catalyzes aldol-type reactions of silyl enolates with acetals. For example, the reaction of 3-phenylpropionaldehyde dimethyl acetal with the ketene silyl acetal of methyl isobutyrate proceeds at 0°C to room temperature to give the desired adduct in 97% yield (eq 2) ... 

Dimethoxy-1-methylethyl)-benzene. See 2-Phenylpropionaldehyde dimethylacetal (2-(Dimethoxymethyl)-1-heptenyl) benzene. See a-Amylcinnamaldehyde dimethyl acetal 3-(Dimethoxymethylsilyl)-1-propanethiol. See 3-Mercaptopropylmethyldimethoxysilane N-[3-(Dimethoxymethylsilyl) propyl] ethylenediamine. See N-(2-Aminoethyl)-3-aminopropyl methyidimethoxy silane... 

Hydrated silica (INCI). See Silica, hydrated Hydratropalcohol. See 2-Phenyl propanol-1 Hydratropaldehyde. See 2-Phenylpropanal Hydratropaldehyde dimethyl acetal. See 2-Phenylpropionaldehyde dimethylacetal Hydratropic alcohol. See 2-Phenyl propanol-1 Hydratropic aldehyde. See 2-Phenylpropanal Hydratropic aldehyde dimethyl acetal. See2-Phenylpropionaldehyde dimethylacetal Hydratropyl acetate... 

Phenylpropanal dimethyl acetal. See2-Phenylpropionaldehyde dimethylacetal... 

---