145624-53-9

Basic information

• Product Name: 3-Heptanone, 1-hydroxy-1-phenyl-, (1R)-
• CAS NO: 145624-53-9
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• Mol File: 145624-53-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 3-Heptanone, 1-hydroxy-1-phenyl-, (1R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Heptanone, 1-hydroxy-1-phenyl-, (1R)-(145624-53-9)
• EPA Substance Registry System: 3-Heptanone, 1-hydroxy-1-phenyl-, (1R)-(145624-53-9)

Safety Data

• Hazardous Substances Data: 145624-53-9(Hazardous Substances Data)

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 24506-17-0 3-hydroxy-3-phenylpropionamide 
• 60585-82-2 2-trimethylsilyloxy-1-hexene 
• 100-52-7 benzaldehyde 
• 591-78-6 n-hexan-2-one 
• 202744-35-2 trichloro<(1-butylethenyl)oxy>silane 
• 693-02-7 hex-1-yne 
• 73922-80-2 1-phenylhept-2-yn-1-ol 
• 3017-66-1 2-bromohex-1-ene 

Relevant articles and documents

Oxazaborolidine-5-ones, chiral Lewis-acid reagents for asymmetric catalysis derived from tryptophane

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Gold-Catalyzed Hydroamination of Propargylic Alcohols: Controlling Divergent Catalytic Reaction Pathways to Access 1,3-Amino Alcohols, 3-Hydroxyketones, or 3-Aminoketones

A versatile approach to the valorization of propargylic alcohols is reported, enabling controlled access to three different products from the same starting materials. First, a general method for the hydroamination of propargylic alcohols with anilines is described using gold catalysis to give 3-hydroxyimines with complete regioselectivity. These 3-hydroxyimines can be reduced to give 1,3-amino alcohols with high syn selectivity. Alternatively, by using a catalytic quantity of aniline, 3-hydroxyketones can be obtained in high yield directly from propargylic alcohols. Further manipulation of the reaction conditions enables the selective formation of 3-aminoketones via a rearrangement/hydroamination pathway. The utility of the new chemistry was exemplified by the one-pot synthesis of a selection of N-arylpyrrolidines and N-arylpiperidines. A mechanism for the hydroamination has been proposed on the basis of experimental studies and density functional theory calculations.

Chiral phosphoramide-catalyzed aldol additions of ketone trichlorosilyl enolates. Mechanistic aspects

The mechanism of the catalytic, enantioselective addition of trichlorosilyl enolates to aldehydes has been investigated. Kinetic studies using ReactIR and rapid injection NMR (RINMR) spectroscopy have confirmed the simultaneous operation of dual mechanist