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Gold-Catalyzed Selective Synthesis of N-Sulfonyl Enaminone Isomers from Sulfonamides and Ynones : 금촉매를 이용한 설폰아마이드와 이논으로부터의 선택적인 엔설포닐엔아민온 이성질체의 합성
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- Authors
- Advisor
- Soon Hyeok Hong
- Major
- 자연과학대학 화학부
- Issue Date
- 2018-08
- Publisher
- 서울대학교 대학원
- Description
- 학위논문 (석사)-- 서울대학교 대학원 : 자연과학대학 화학부, 2018. 8. Soon Hyeok Hong.
- Abstract
- Au-catalyzed chemoselective methods for synthesizing N-sulfonyl enaminones are developed. Two different isomers are obtained in a chemocontrolled manner by employing the different properties of Au(I) and Au(III) catalysts. Hydroamidation and proton-assisted carbonyl activation followed by Meyer−Schuster rearrangement are proposed as the working mechanisms for each isomer of the reactions. A wide range of substrates afforded moderate to excellent yields and selectivities. These reactions represent the first examples of transition-metal-catalyzed enamine synthesis from sulfonamides and alkynes.
- Language
- English
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