115404-97-2

Upstream product

• 53376-62-8 ethyl 3-hydroxy-5-phenylpentanoate 
• 1035811-70-1 3-Hydroxy-5-phenyl-pentanal 
• 142528-79-8 cis S-tert-Butyl 3-(2-phenylethyl)oxirane-2-carbothioate 
• 104-53-0 3-phenyl-propionaldehyde 
• 133270-92-5 1-(tert-Butyl-dimethyl-silanyloxy)-1-ethoxy-5-phenyl-pentan-3-ol 
• 132713-91-8 C₁₁H₁₄O 

Downstream Products

• 115346-78-6 2-{(1R,2S,5R)-1-[(R)-1-(2-Hydroxy-ethyl)-3-phenyl-propoxy]-2-isopropyl-5-methyl-cyclohexyl}-1-phenyl-ethanone 
• 115346-77-5 2-[(1R,2S,5R)-1-((S)-3-Hydroxy-5-phenyl-pentyloxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone 
• 115346-56-0 Acetic acid 1-(2-acetoxy-ethyl)-3-phenyl-propyl ester 
• 115346-88-8 (3S)-5-phenylpentane-1,3-diol 
• 115346-89-9 5-phenyl-1,3-bis(trimethylsiloxy)pentane 
• 116269-44-4 Benzoic acid (R)-3-[(1R,2S,5R)-2-isopropyl-5-methyl-1-(2-oxo-2-phenyl-ethyl)-cyclohexyloxy]-5-phenyl-pentyl ester 
• 115346-83-3 Benzoic acid (R)-3-[(1R,2S,5R)-2-isopropyl-5-methyl-1-(2-oxo-2-phenyl-ethyl)-cyclohexyloxy]-1-phenethyl-propyl ester 
• 442635-99-6 2,2-di-tert-butyl-4-phenethyl-[1,3,2]-dioxasilinane 
• 442636-52-4 3-(di-tert-butyl-chloro-silanyloxy)-5-phenyl-pentan-1-ol 
• 442636-01-3 3-(di-tert-butyl-fluoro-silaniloxy)-5-phenyl-pentan-1-ol 
• 115346-55-9 (-)-(3S)-5-phenylpentane-1,3-diol 
• 115404-93-8 (2R,6S,7S,10R)-7-Isopropyl-10-methyl-2-phenethyl-1,5-dioxa-spiro[5.5]undecane 
• 115346-74-2 (2S,6R,7S,10R)-7-Isopropyl-10-methyl-2-phenethyl-1,5-dioxa-spiro[5.5]undecane 

Relevant academic research and scientific papers

Oxygen-directed intramolecular hydroboration

Metal-free homoallylic oxygen-directed intramolecular hydroboration is reported. Regioselectivities from 20:1 to 82:1 favoring the 1,3-dioxy-substituted products have been achieved using Me2S·BH3/TfOH followed by standard oxidative workup. Branching at the C5 position improves regioselectivity. Copyright

Mild and efficient removal of hydroxyethyl unit from 2-hydroxyethyl ether derivatives leading to alcohols

(Chemical Equation Presented) CAN is a good reagent for the transformation of 2-hydroxyethyl ether units to alcohols. Significantly, many functional groups can tolerate the reaction conditions, although they do not survive under many previously reported removal conditions. The reaction mechanism is clarified.

Stereoselective Acetalization of 1,3-Alkanediols by l-Menthone: Application to the Resolution of Racemic 1,3-Alkanediols and to the Determination of the Absolute Configuration of Enantiomeric 1,3-Alkanediols

A general and reliable method for the resolution of racemic 1,3-alkanediols, which involves their conversion into diastereomeric spiroacetals derived from l-menthone, is described.Thus, the reaction of the bis-O-trimethylsilyl derivatives of racemic 1,3-alkanediols with l-menthone in the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate affords the diastereomeric spiroacetals 3 and 4.The two can be readily separated by silica gel column chromatography.Hydrolysis of each diastereomer under acidic conditions liberates the corresponding enantiomerically pure diol.An empirically derived correlation of configuration and 1H NMR chemical shifts for spiroacetals 3 and 4 has been developed which is rationalized based on long-range effects due to the magnetic anisotropy inherent to the menthane ring in a rigid spiroacetal conformation.The method described here should be widely applicable to the determination of the absolute configuration of various 1,3-alkanediols.

Synthetic applications of glycidic thiolesters. Regioselective reduction to 1,3-diols and 2,3-epoxy alcohols

Glycidic thiolesters were shown to undergo regioselective reduction with Raney nickel to give 1,3-diols.With sodium borohydride at room temperature and lithium aluminum hydride at -78 deg C, the reduction of glycidic thiolesters was found to proceed chemo

Enantioselective Chiral Borane-Mediated Aldol Reactions of Silyl Ketene Acetals with Aldehydes. Novel Effect of the Trialkylsilyl Group of the Silyl Ketene Acetal on the Reaction Course

Highly enantioselective aldol reactions of silyl ketene acetals with a variety of aldehydes were achieved by using chiral boranes prepared from the sulfonamides of α-amino acids.