83461-63-6

Basic information

• Product Name: (S)-α-acetoxyphenylacetaldehyde
• Synonyms: (S)-α-acetoxyphenylacetaldehyde
• CAS NO: 83461-63-6
• Molecular Weight: 178.188
• Mol File: 83461-63-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-α-acetoxyphenylacetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-α-acetoxyphenylacetaldehyde(83461-63-6)
• EPA Substance Registry System: (S)-α-acetoxyphenylacetaldehyde(83461-63-6)

Safety Data

• Hazardous Substances Data: 83461-63-6(Hazardous Substances Data)

Upstream product

• 78549-08-3 (1S,2S,3S)-1-phenyl-2-p-tolylthio-2-p-tolylsulphinylethanol 
• 108-24-7 acetic anhydride 
• 100-52-7 benzaldehyde 
• 148312-55-4 tert-butyl thiazolidine-3-carboxylate 
• 86448-80-8 Acetic acid (1S,2S)-1-phenyl-2-((S)-toluene-4-sulfinyl)-2-p-tolylsulfanyl-ethyl ester 

Relevant articles and documents

Stereospecific, Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Allylic Pivalates to Deliver Quaternary Stereocenters

Recognizing the importance of all-carbon, quaternary stereocenters in complex molecule synthesis, a stereospecific, nickel-catalyzed cross-coupling of allylic pivalates with arylboroxines to deliver products equipped with quaternary stereocenters and internal alkenes was developed. The enantioenriched allylic pivalate starting materials are readily prepared, and a variety of functional groups can be incorporated on both the allylic pivalate and the arylboroxine. Additional advantages include the use of a commercially available and air-stable Ni(II) salt and BISBI ligand, mild reaction conditions, and high yields and ee's. The observed stereoinversion of this reaction is consistent with an open transition state in the oxidative addition step.

AN EFFICIENT 1,3-ASYMMETRIC INDUCTION ACCOMPANIED WITH EPIMERIZATION AT THE 2-POSITION. STEREOSELECTIVE REDUCTION OF α-SUBSTITUTED β-KETO SULFOXIDES UNDER BASIC CONDITIONS

An efficient 1,3-asymmetric induction was realized in the reduction of β-keto sulfoxides having various α-substituents with NaBH4 under basic conditions and, by the application of this induction, (R)-α-acetoxyphenylacetaldehyde was synthesized.