52072-37-4

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 111-27-3 hexan-1-ol 
• 1418731-60-8 (R)-α-propyl deoxybenzoin 
• 1418731-59-5 C₂₂H₃₀O 
• 1032819-01-4 (1R,2R)-1,2-diphenylpentan-1-ol 
• 93790-54-6 [2-(4-iodophenoxy)ethyl]dimethylamine 
• 38821-25-9 α-octyl deoxybenzoin 
• 638-45-9 1-Iodohexane 
• 21383-02-8 α-propyl deoxybenzoin 
• 1418731-62-0 (R)-α-octyl deoxybenzoin 

Downstream Products

• 2042-85-5 1,2-diphenylpropan-1-one 
• 7693-84-7 (1R,2R)-1,2-diphenyl-propan-1-ol 
• 1418731-58-4 C₂₀H₂₆O 
• 1418731-59-5 C₂₂H₃₀O 
• 58751-83-0 1,2-diphenylpropan-1-one 
• 1418731-61-9 (R)-α-hexyl deoxybenzoin 
• 1418731-62-0 (R)-α-octyl deoxybenzoin 
• 29492-95-3 6,7-diphenyl-dodecane 
• 451-40-1 phenyl benzyl ketone 
• 1857-74-5 2,3-diphenylbutane 
• 134-81-6 benzil 
• 18220-90-1 4-ethylbenzophenone 
• 38821-25-9 α-octyl deoxybenzoin 

Relevant academic research and scientific papers

NNN pincer Ru(II)-complex-catalyzed α-alkylation of ketones with alcohols

A series of novel ruthenium(II) complexes supported by a symmetrical NNN ligand were prepared and fully characterized. These complexes exhibited good performance in transfer hydrogenation to form new C-C bonds using alcohols as the alkylating agents, generating water as the only byproduct. A broad range of substrates, including (hetero)aryl- or alkyl-ketones and alcohols, were well tolerated under the optimized conditions. Notably, α-substituted methylene ketones were also investigated, which afforded α-branched steric hindrance products. A potential application of α-alkylation of methylene acetone to synthesize donepezil was demonstrated, which provided the desired product in 83% yield. Finally, this catalytic system could be applied to a one-pot double alkylation procedure with sequential addition of two different alcohols. The current protocol is featured with several characteristics, including a broad substrate scope, low catalyst (0.50 mol %) loadings, and environmental benignity.

Role of free space and conformational control on photoproduct selectivity of optically pure α-alkyldeoxybenzoins within a water-soluble organic capsule

Optically pure α-alkyl deoxybenzoins resulting in products of Norrish Type I and Type II reactions upon excitation has been investigated within the octa acid (OA) capsule in water. The product distribution was different from that in an organic solvent and was also dependent on the length of the α-alkyl chain. Most importantly, a rearrangement product not formed in an organic solvent arising from the triplet radical pair generated by Norrish Type I reaction was formed, and its yield was dependent on the alkyl chain length. In an organic solvent, since the cage lifetime is shorter than the time required for intersystem crossing (ISC) of the triplet radical pair to the singlet radical pair the recombination with or without rearrangement of the primary radical pair (phenylacetyl and benzyl) does not occur. Recombination without rearrangement within the capsule as inferred from monitoring the racemization of the optically pure α-alkyl deoxybenzoins suggesting the capsule's stability for at least 10-8 s (the time required for ISC) is consistent with our previous photophysical studies that showed partial opening and closing of the capsule in the time range of microseconds.

Carbolithiation of diphenylacetylene as a stereoselective route to (Z)-tamoxifen and related tetrasubstituted olefins

(Chemical Equation Presented) Carbolithiation of diphenylacetylene can be exploited to generate (E)-1-lithio-1,2-diphenylalkyl-1-enes which can be reacted in situ with triisopropylborate to stereoselectively provide (E)-1,2-diphenyl-1-alkylene boronic acids. These tetrasubstituted vinylboronic acids served as versatile intermediates for the generation of tetrasubstituted olefins with retention of stereochemistry. The application of this method for the stereoselective synthesis of (Z)-tamoxifen and related analogues is described.