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  • 02월 23일 15시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

Development of cycloaddtion route to TMM diyls and total synthesis of polyquinane natural products

등록일
2009년 2월 17일 17시 33분 46초
접수번호
1529
발표코드
목13K4심 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
목 16시 : 00분
발표형식
심포지엄
발표분야
유기화학 - New Development in Organic Chemistry (Reaction, Methodology, and Synthesis)
저자 및
공동저자
이희윤
KAIST 화학과, Korea

Trimethylmethane diradical(TMM diyl) has drwan attention from physical organic chemists for their peculiar properties and from synthetic chemists for their exceptionally high reactivity. Though, TMM diyl has not been widely used as a synthetic intermediates due to the limited syntheci methodologies to generate TMM diyls. To expand the applicability of TMM diyl in organic synthesis, we have been developing new synthetic methodologies for TMM diyl generation. Recently, we have developed a mild and general way of generating TMM diyls through intramolecular [2+3] cycloaddition reaction of diazo compounds with allenes. Through this strategy, TMM diyls with wide variety of substitution pattern were prepared and subsequent [2+3] cycloaddition reaction with olefins produced polyquinanes such as linear triquinanes, angular triquinanes and tetraquinanes with high efficiency. This new synthetic methodology was successfully applied to total synthesis of polyquinane natural products. The scope the new synthetic methodology and facile total synthesis of these natural products through this methodology will be presented.


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