166734-94-7

Basic information

• Product Name: (-)-(2S,3R)-2-methyl-3-(phenylethynyl)oxirane
• Synonyms: (-)-(2S,3R)-2-methyl-3-(phenylethynyl)oxirane
• CAS NO: 166734-94-7
• Molecular Weight: 158.2
• Mol File: 166734-94-7.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: (-)-(2S,3R)-2-methyl-3-(phenylethynyl)oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(2S,3R)-2-methyl-3-(phenylethynyl)oxirane(166734-94-7)
• EPA Substance Registry System: (-)-(2S,3R)-2-methyl-3-(phenylethynyl)oxirane(166734-94-7)

Safety Data

• Hazardous Substances Data: 166734-94-7(Hazardous Substances Data)

Upstream product

• 31552-04-2 (Z)-1-phenyl-3-penten-1-yne 
• 536-74-3 phenylacetylene 
• 31552-03-1 (Z/E)-(pent-3-en-1-ynyl)benzene 

Downstream Products

• 27975-78-6 (S)-1-phenylpent-1-yn-3-ol 

Relevant articles and documents

An N-aryl-substituted oxazolidinone-containing ketone-catalyzed asymmetric epoxidation with hydrogen peroxide as the primary oxidant

(Chemical Equation Presented) Asymmetric epoxidation of various olefins with an N-aryl-substituted oxazolidinone-containing ketone as catalyst and hydrogen peroxide as the primary oxidant has been investigated, and up to 96% ee was obtained.

Construction of pseudo-heterochiral and homochiral Di-μ- oxotitanium(Schiff base) dimers and enantioselective epoxidation using aqueous hydrogen peroxide

(Chemical Equation Presented) Salen's lot: Meerwein-Ponndorf-Verley reduction of [Ti(salen) (OiPr)2] (salen = bis(salicylidene) ethylenediaminato) complexes followed by treatment with water leads to the synthesis of pseudo-heterochiral and homochiral di-μ-oxotitanium dimers. These dimers, in particular (aR,S,Δ,aR,S,Δ)-dimer 1, efficiently catalyze the epoxidation of simple olefins using aqueous hydrogen peroxide (see scheme) with ee values up to 99% and turnover numbers up to 4600.

Asymmetric counteranion-directed transition-metal catalysis: Enantioselective epoxidation of alkenes with Manganese(III) salen phosphate complexes

(Figure Presented) Figure Presentation Paired up: A highly active and enantioselective ion-pair epoxidation catalyst, consisting of an achiral Mn |||-salen complex and a chiral phosphate counteranion, mediates the epoxidization of a wide range of alkenes with high yields and enantioselectivities (see scheme). The unique role of the counteranion is to stabilize an enantiomorphic conformation of the cationic Mn catalyst.

Enantioselective epoxidation of conjugated cis-enynes by chiral dioxirane

(Chemical Equation Presented) This paper describes a highly chemo- and enantioselective epoxidation of conjugated cis-enynes using readily available glucose-derived ketone 2 as catalyst and Oxone as oxidant to form cis-propargyl epoxides in high ee's. The