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학술발표회초록보기

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  • 08월 18일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제108회 대한화학회 학술발표회, 총회 및 기기전시회 안내 [4+2]-Dipolar Annulation of Acceptor-Substituted Alkynes: Catalyzed by Gold Complex

등록일
2011년 8월 5일 16시 03분 29초
접수번호
1578
발표코드
Ⅲ-ORGN.P-278 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 <발표Ⅲ>
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
염현석, 전정호, 신승훈
한양대학교 화학과, Korea
Cyclization of 1,n-enynes by electrophilic metal complexes has led to discoveries of a myriad of novel reactivities. Despite these advances, there is a significant lack of precedents for intermolecular reactions. In the absence of tether, alkenes tend to undergo polymerization and/or isomerization prior to the slower intermolecular reactions. To overcome this problem, we considered polarized alkynes by electron-withdrawing groups, such as propiolic acids and alkynyl sulfones. In particular, propiolic acid is a potentially useful synthon of 1,4-C,O-dipole. Thus its intermolecular reaction with various alkenes led to α,β-unsaturated-δ-lactone moieties often found in a variety of natural products and pharmaceutical agents. Furthermore, in the presence of chiral ligands, these scaffolds were obtained in an enantio-controlled fashion. On the other hand, 1,2-di-substituted alkenes underwent an unprecedented intermolecular cross-metathesis with propiolic acids or alkynyl sulfones. Interestingly, the olefin geometry of the resulting 1,3-dienes could be completely controlled, depending on the geometry of starting alkenes. Together, these new procedures represent a concise and atom-economical approach of C-C (and C-O) bond formations under a mild reaction condition.

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