Diastereoselective Epoxidation Of Allylically Substituted Alkenes Using Metalloporphyrin Catalysts
Diastereoselective Epoxidation Of Allylically Substituted Alkenes Using Metalloporphyrins As Catalyst Provides High Trans-Selectivities (I.E., Trans-:Cis-Epoxide Ratio). A Diversity Of Cycloalkenes Bearing Different Allylic Substituents Are Shown To Be Efficiently Epoxidized To Afford The Corresponding Trans-Epoxides With Excellent Trans-Selectivities (Up To >98%) And Good Yields (Up To 99%). Acyclic Allylic Alkenes Bearing Different Allylic Substituents Are Efficiently Epoxidized To Afford The Corresponding Erythro-Epoxides With Good Erythro-Selectivities. The Metalloporphyrin-Catalyzed Reactions Exhibit Up To 20 Times Higher Trans-Selectivities Than The Conventional Method Using M-Chloroperoxybenzoic Acid As Oxidant.
Patent Number: US7482478B2
Application Number: US200580436A
Inventor: Che, Chi-Ming | Wong, Man-Kin
Priority Date: 18 Mar 2004
Priority Number: US7482478B2
Application Date: 16 Mar 2005
Publication Date: 27 Jan 2009
IPC Current: C07D030112 | B01J003118 | B01J003126 | B01J003128 | B01J003132 | C07D030106 | C07D030114 | C07D030119 | C07D040506 | C07D048722
US Class: 549531 | 549524
Assignee Applicant: The University of Hong Kong
Title: Diastereoselective epoxidation of allylically substituted alkenes using metalloporphyrin catalysts
Usefulness: Diastereoselective epoxidation of allylically substituted alkenes using metalloporphyrin catalysts
Summary: Used in the preparation of trans-/erythro-epoxide (claimed), which is useful in the synthesis of natural products and chiral drugs.
Novelty: Preparation of a trans-/erythro-epoxide, which is useful in the synthesis of natural products and chiral drugs, comprises catalyzing the reaction of an oxidant with the alkene compound in the presence of metalloporphyrin catalyst
化工/材料
化工/材料应用
香港
