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제112회 대한화학회 학술발표회, 총회 및 기기전시회 안내 A mass production of epoxy alcohols in a microchemical system

2013년 8월 29일 16시 48분 15초
ORGN.P-858 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
10월 16일 (수요일) 16:00~19:00
저자 및
임효진, 박찬이, 박찬필*
충남대학교 분석과학기술대학원, Korea
The enormous potential of epoxy alcohols as key building block for valuable materials has led to intensive research; the practical preparation for the epoxy alcohols was metal-catalyzed epoxidation of allylic alcohols that can be generated from a photooxygantion of various alkenes. However, the traditional photooxygenation in a batch system was suffered from tedious reaction time and low selectivity, which was the bottleneck in mass production of the epoxy alcohols. Herein we report a facile and efficient continuous flow process consisted of microchemical photo-oxygention and microchemical epoxidation, which shows an improved selectivity and shorten reaction time than reported batch reactions. The microchemical photooxygenation was conneted into the mass production of epoxy alcohols without delayed synthesis of peroxide intermediate. The combination of methylene blue as photosensitizer and Ti(O-i-Pr)4 as epoxidation catalyst was perfect, alkenes were directly converted into epoxy alcohols with excellent yield and good selectivity. Asymmetric synthesis of a chiral epoxy alcohol was studied, a diethyl tartrate (L-(+)-DET) as a chiral auxiliary gaved good enantioselectivity. As such, the microchemical synthesis would be invaluable not only for the mass production of epoxy alcohols but also for asymmetric synthesis.