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  • 02월 22일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

Synthesis of Allenyne- and Dienyne-1,6-diols Using Organoindium Reagent and Its Application to Cyclization by Gold and Silver Catalysts

등록일
2008년 2월 18일 15시 32분 34초
접수번호
1448
발표코드
금32F7구 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 11시 : 00분
발표형식
구두발표
발표분야
유기화학
저자 및
공동저자
김선대, 이필호
강원대학교 화학과,
The reaction of aldehydes and ketones with organoindium reagent generated in situ from indium and 1,6-dibromo-2,4-hexadiyne in the presence of lithium iodide in THF selectively produced allenyne-1,6-diols with complete regioselectivity and chemoselectivity through 1,2-hexadien-4-yn-3,6-ylation. Addition reactions of allylindium reagents to functionalized allenyne-1,6-diols regioselectively proceeded through anti-Markovnikov addition to exclusively produce dienyne-1,6-diols in good yields in THF at 70 ℃. In the case of allenyne-1,6-diols, treatement of gold and silver catalyst selectively produced 2,5-dihydrofuran and furan derivatives, respectively, in good yield through the selective activation and differentiation of double and triple bond in allenyne-1,6-diols. Treatement of dienyne-1,6-diols with Au(I) catalyst selectively produced trisubstituted furan derivatives.

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