Highly Efficient Alkene Epoxidation and Aziridination Catalyzed by Iron(II) Salt + 4,4′,4”-Trich

June 29th, 2008 | by admin |

Highly Efficient Alkene Epoxidation and Aziridination Catalyzed by Iron(II) Salt + 4,4\’,4\’\'-Trichloro-2,2\’:6\’,2\’\'-terpyridine/4,4\’\'-Dichloro-4\’-O-PEG-OCH3-2,2\’:6\’,2\’\'-terpyridine.

\”Iron(II) salt + 4,4\’,4\’\'-trichloro-2,2\’:6\’,2\’\'-terpyridine\” is an effective catalyst for epoxidation and aziridination of alkenes and intramolecular amidation of sulfamate esters. The epoxidation of allylic-substituted cycloalkenes achieved excellent diastereoselectivities up to 90%. ESI-MS results supported the formation of iron-oxo and -imido intermediates. Derivitization of Cl 3terpy to O-PEG-OCH 3-Cl 2terpy renders the terpyridine unit to be recyclable, and the \”iron(II) salt + 4,4\’\'-dichloro-4\’- O-PEG-OCH 3-2,2\’:6\’,2\’\'-terpyridine\” protocol can be reused without a significant loss of catalytic activity in the alkene epoxidation.

Liu P, Wong EL, Yuen AW, Che CM.

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