34501-28-5

Upstream product

• 4426-63-5 1-(3-Phenyloxiran-2-yl)ethanol 
• 201230-82-2 carbon monoxide 
• 17180-62-0 (3-methyloxiran-2-yl)(phenyl)methanone 
• 52755-39-2 (2E)-1-phenylbut-2-en-1-ol 
• 123-73-9 trans-Crotonaldehyde 
• 73172-59-5 [(2RS,3SR)-3-methyloxiran-2-yl]phenylmethanone 
• 161512-01-2 (2R,3S)-trans-epoxy-3-methyl-1-phenylpropan-1-one 
• 161512-00-1 (2S,3R)-trans-epoxy-3-methyl-1-phenylpropan-1-one 
• 154902-01-9 (R,R,R)-(-)-erythro-trans-1-phenyl-2,3-epoxybutan-1-ol 
• 154902-05-3 (S,S,S)-(+)-erythro-trans-1-phenyl-2,3-epoxybutan-1-ol 
• 556776-86-4 (+/-)-(Z)-3-(benzyldimethylsilyl)-1-phenyl-2-buten-1-ol 
• 32398-66-6 1-phenylbut-2-yn-1-ol 

Downstream Products

• 89537-76-8 C₁₀H₁₂⁽²⁾H₂O 
• 118100-60-0 syn-(1R,3R)-1-phenylbutane-1,3-diol 
• 90026-47-4 syn-(1S,3S)-1-phenylbutane-1,3-diol 

Relevant academic research and scientific papers

Stereoselective reduction of α,β-epoxy ketones with sodium borohydride in the presence of calcium chloride or lanthanum chloride. A practical preparation of erythro-α,β-epoxy alcohols

erythro-Epoxy alcohols were prepared with high stereoselectivity by NaBH4 reduction of the corresponding α,β-epoxy ketones in the presence of calcium chloride or lanthanum chloride regardless of the substituents on the epoxide ring.

Indium-promoted chemo- and diastereoselective allylation of α,β-epoxy ketones with potassium allyltrifluoroborate

A practical method for the chemo- and diastereoselective allylation of α,β-epoxy ketones has been developed by using the convenient air and moisture stable reagent potassium allyltrifluoroborate. Indium metal was found to promote addition in stoichiometric or catalytic amounts, to afford α,β-epoxyhomoallylic tertiary alcohols in high yields and diastereoselectivities, without competing ring-scission of the epoxide.

An alkyne hydrosilylation-oxidation strategy for the selective installation of oxygen functionality

Alkynes bearing propargylic, homopropargylic, and bishomopropargylic hydroxyl groups are shown to serve as precursors for ketone or α-hydroxy ketone functionality. The approach hinges on the intermediacy of vinylsilanes created through regioselective hydrosilylation catalyzed by the complex [Cp*Ru(MeCN)3]-PF6. Several oxidative pathways of linear and cyclic vinylsilanes are studied, and the possibility of diastereoselective epoxidation of cyclic vinylsilanes is demonstrated. The sequences constitute the equivalent of stereoselective aldol, homo-aldol, and bishomo-aldol type processes. The method is applied to a short synthesis of the piperidine alkaloid, spectaline.

Regioselective hydrosilylation of propargylic alcohols: An aldol surrogate

Aldol products from a non-aldol reaction: A one-pot protocol effects hydrosilylation of propargyl alcohols and subsequent oxidative cleavage to yield β-hydroxy ketones in a chemo-, regio-, and enantioselective fashion. Further structural elaboration of th

Divergent stereoselectivity in the reduction of α,β-epoxy ketones using hydridosilicates

α,β-Epoxy ketones are reduced by trimethoxysilane in the presence of a catalytic amount of lithium melboxide to yield the corresponding alcohols. This reaction system reveals divergent selectivity depending on the solvent; both anti-selectivity and syn-se

Baker's Yeast-mediated Transformations of α-Keto Epoxides

αβ-Epoxy ketones on treatment with baker's yeast yield different types of products depending on their substitution.Small groups such as H or Me attached at the epoxy end protect that end from attack.Thus,1-acyl epoxides with H, methyl or propyl as the 2-e

Novel Synthesis of syn-α,β-Epoxy Alcohols by Diastereoselective Carbonyl Reduction of α,β-Epoxy Ketones

A novel tin hydride reagent, Bu3SnH-Bu4NCN, reduced α,β-epoxy ketones to the corresponding syn-α,β-epoxy alcohols in high diastereoselectivities.

METHOD FOR DETERMINATION OF ENANTIOMERIC COMPOSITION AND ABSOLUTE CONFIGURATION OF 2,3-DEUTERATED 3-ALKYLPROPANOLS

Assignments were made for diastereotopic methylene protons on C-2 and C-3 of 1-phenyl-3-alkylpropanols in Eu(fod)3-enhanced 1H-NMR spectra to develope a generally applicable method to determine enantiomeric composition and absolute configuration of 2 and/or 3-deuterated 3-alkylpropanols.