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학술발표회초록보기

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  • 09월 08일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제116회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Asymmetric Synthesis of 3,3’-Disubstituted-6,6’-Dimethoxy-2,2’-Biphenol (BIPhOL) Derivatives via Diastereomeric Resolution Using a Boronic Acid Moiety

등록일
2015년 8월 27일 16시 04분 00초
접수번호
0960
발표코드
ORGN.O-8 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
목 10시 : 45분
발표형식
구두발표
발표분야
유기화학 - Oral Presentation of Graduate Scholars in Organic Division
저자 및
공동저자
윤정민, 천철홍*
고려대학교 화학과, Korea

Axially chiral diol compounds, such as BINOL and VAPOL, have been widely used as either chiral ligands or catalysts asymmetric synthesis. Since the reactivity and selectivity with these chiral diols in asymmetric synthesis show a strong dependence on substituents on the main framework, considerable effect has been made on the synthesis of chiral diol derivatives bearing different substituents on the periphery along the chiral axis. In addition, the dihedral angle along the chiral axis has been found to have a profound impact on the efficiency in asymmetric catalysis, in particular, in those with axially chiral diphosphine ligands. However, such an effect with axially chiral diol ligands has been far less investigated compared to axially chiral diphosphine ligands presumably due to the lack of general synthetic routes to access these axially chiral diol compounds with different substituents, except BINOL and octahydro-BINOL derivatives. In order to address this issue, we have developed an efficient method to access axially chiral diol derivatives via the diastereomeric resolution of rac-biaryl boronic acids using the boronic acid moiety as a resolving group and subsequent Suzuki-Miyaura coupling reaction of the resulting chiral-biaryl boronic acid.


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