73739-31-8

Upstream product

• 57204-88-3 propiophenone lithium enolate 
• 123-38-6 propionaldehyde 
• 73739-31-8 (3SR,2RS)-1-phenyl-2-methyl-3-hydroxy-pentan-1-one 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 73739-31-8 (3SR,2SR)-1-phenyl-2-methyl-3-hydroxy-pentan-1-one 

Relevant academic research and scientific papers

Stereocontrol in one-pot syntheses of 1,3-diols

Titanium mediated aldol addition reduction sequence is described for the synthesis of stereodefined 1,3-diols. Diastereochemical control is surprisingly achieved through the careful selection of starting materials used.

Neodymium(III)-mediated reformatsky-type reactions of α-halo ketones with carbonyl compounds

In a neodymium(III) iodide induced process, α-bromo ketones 1 and aldehydes 2 are effectively converted into aldol products 3. This Reformatsky-type reaction proceeds through the formation of a neodymium enolate at room temperature in CH2Cl2. The analogous reaction in the presence of NdBr3/NaI at 50°C in THF favors the formation of corresponding aldol-Tishchenko products 5 in good yields. Studies to define the scope and limitations of these reactions mediated by neodymium(III) salts are also described. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

ERYTHRO SELECTIVE ALDOL CONDENSATION USING TITANIUM ENOLATES

Titanium enolates derived from ketones and esters react with aldehydes to afford erythro adducts with high diastereoselection.