106565-20-2

Upstream product

• 1846-29-3 1,3-diphenyl-2-methylpropane-1,3-dione 
• 77504-17-7 (2R,3S)-2-Methyl-1,3-diphenyl-3-trimethylsilanyloxy-propan-1-one 
• 100-52-7 benzaldehyde 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 71908-02-6 (2SR,3RS)-3-hydroxy-2-methyl-1,3-diphenylpropan-1-one 

Relevant academic research and scientific papers

Stereoselective synthesis of 1,3-diol from β-hydroxyacylsilane via rearrangement of phenyl group from silicon to carbon

Treatment of β-hydroxyacyldimethylphenylsilanes with potassium fluoride in DMSO gave 1,3-diols stereoselectively via migration of phenyl group on silicon.

Potassium Base-Promoted Diastereoselective Synthesis of 1,3-Diols from Allylic Alcohols and Aldehydes through a Tandem Allylic-Isomerization/Aldol–Tishchenko Reaction

This study reports the first base-promoted aldol–Tishchenko reactions of allylic alcohols with aldehydes initiated by allylic isomerization. The reaction enables the diastereoselective synthesis of a variety of 1,3-diols with three contiguous stereogenic centers. Unlike commonly reported systems, our method allows the use of readily available allylic alcohols as nucleophiles instead of enolizable aldehydes and ketones.

The role of the α-stereogenic center in the control of stereoselection in the reduction of α-alkyl-β-hydroxy ketones: A highly diastereoselective protocol for the synthesis of 1,2-syn-2-alkyl-1,3-diols

Accurate investigations on the role played by an α-stereogenic center in controlling the reduction of various classes of β-hydroxy ketones allowed us to set up a general and highly diastereoselective protocol for the synthesis of 2-alkyl-1,3-diols with 1,

Tandem aldol-reduction reaction of dimethylsilyl enolates: A new method for stereoselective preparation of 1,3-diols

In the presence of a catalytic amount of TBAF (Bu4NF), dimethylsilyl enolates derived from acyclic ketones reacted with aldehydes to give syn,syn-1,3-diols 7a and 8a with moderate to high diastereoselectivity. The stereochemical outcome can be attributed to a syn-selective aldol reaction and the subsequent 1,2-syn-selective intramolecular reduction.

Chelation- and Nonchelation-Controlled Reductions of β-Dicarbonyl Compounds to 1,3-Diols with Three Chiral Centers

1,3-Diols 5 with three chiral centers are easily obtained, as a diastereoisomer mixture, by reduction of β-dicarbonyl compounds 4 with lithium aluminum hydrides.The diastereoisomer ratio depends largely on the solvent and the nature of the reducing agent.