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  • 09월 01일 18시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제118회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Small-­Molecule Ammonium Compounds as Enantioselective Catalysts and a Platform for Mechanitic Investigations

등록일
2016년 9월 1일 09시 39분 20초
접수번호
2307
발표코드
ORGN1-3 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
목 14시 : 50분
발표형식
심포지엄
발표분야
유기화학 - Current Trends in Organic Chemistry I: Methodology and Application
저자 및
공동저자
Amir H. Hoveyda
Boston College, Merkert Chemistry Center, Chestnut Hill, Massacussetts, 02467, USA, Korea
※ 국외소속으로 등록된 저자의 승인여부는 최소 3일이내 발표자 email로 알려드립니다.
승인 1건
In this Lecture, small organic molecules that catalyze reactions of unsaturated organoboron reagents with imines and carbonyls will be introduced; products are amines and alcohols of high enantiomeric purity, intermediates used to synthesize many biologically active molecules. A distinguishing feature of the catalyst class is a proton embedded within their structure; the resulting electronic activation and structural organization play a key role in every stage of the carbon‐carbon bond forming processes; this includes achieving high rates of catalyst regeneration and product release, typically obtained through rapid ligand exchange with metal-­containing systems. The catalyst is derived from the abundant amino acid valine and may be prepared in large quantities in four steps with cheap chemicals. Reactions are scalable and do not demand stringent conditions and are complete within a few hours, furnishing products typically in >85% yield and ≥97:3 enantiomeric ratio (er). Moreover, it will be demonstrated that this catalyst class has been utilized for examination of key mechanistic principles that serve as the foundation for the development of versatile new methods. Among these is the use of catalyst-­controlled 1,3-­borotropic shifts in the development of diastereo- and enantioselective crotyl additions to imines and evaluation of various electrostatic interactions involving organofluorine compounds resulting in exceptionally efficient and selective allyl additions to fluoroketones.

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