119th General Meeting of the KCS

Type Poster Presentation
Area 유기화학
Room No. 포스터발표장
Time 4월 20일 (목요일) 11:00~12:30
Code ORGN.P-205
Subject Study on the Mn(Ⅲ)-initiated radical oxidation and the application on the synthesis of natural products
Authors JIANG XIA, 구상호1,*
명지대학교 에너지융합공학과, Korea
1명지대학교 화학과, Korea
Abstract A new type of terpeniod cyclization directed by a β-keto ester moiety has been developed, which proceeded by manganese(Ⅲ)-initiated oxidation of the β-keto ester, followed by an intramolecular hetero Diels-Alder reaction with the terpeniod chain. Based on the mechanism of two steps oxidation, we improved the reaction to be catalytic by the addition of a second cobalt(Ⅱ) oxidant. A high yield was gained under the condition of 5 mol% Mn(AcO)3 and 2 mol% CoCl2. For application, one pot syntheses of furan, thiophene, and pyrrole were accomplished by using Mn(Ⅲ)/Co(Ⅱ) catalytic oxidative deacetylation. Further work on extending this catalytic oxidative reaction to the synthesis of some natural products is ongoing.
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