198964-65-7

Basic information

• Product Name: (+)-(2S,3R)-2-(ethylenedioxymethyl)-3-phenyloxirane
• Synonyms: (+)-(2S,3R)-2-(ethylenedioxymethyl)-3-phenyloxirane
• CAS NO: 198964-65-7
• Molecular Weight: 192.214
• Mol File: 198964-65-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (+)-(2S,3R)-2-(ethylenedioxymethyl)-3-phenyloxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2S,3R)-2-(ethylenedioxymethyl)-3-phenyloxirane(198964-65-7)
• EPA Substance Registry System: (+)-(2S,3R)-2-(ethylenedioxymethyl)-3-phenyloxirane(198964-65-7)

Safety Data

• Hazardous Substances Data: 198964-65-7(Hazardous Substances Data)

Upstream product

• 83977-12-2 2-[(E)-2-phenylethenyl]-1,3-dioxolane 

Relevant articles and documents

An efficient catalytic asymmetric epoxidation method

This article describes a highly effective catalytic asymmetric epoxidation method for olefins using,potassium peroxomonosulfate (Oxone, Dupont) as oxidant and a fructose-derived ketone(l) as catalyst. High enantioselectivies have been obtained-for trans-disubstituted and trisubstituted olefins which can bear functional groups such as tributylsilyl ether, acetal, chloride, and ester. The enantiomeric excesses cis-olefins and terminal olefins are not high yet. The current epoxidation shows that the catalyst efficiency is enhanced dramatically-upon raising the pH. Mechanitic studies show that the epoxidation mainly proceeds via a spiro transition state, which provides a model for predicting the stereochemical outcome of the reaction. The planar transition state, likely to be the main competing pathway. The extent of the involvement of the planar mode is subject to the steric of the alkyl groups on the olefins.