陳焜銘Chen, Kwun-Min邱澔瑜Chiou, Hau-Yu2019-09-04不公開2019-09-042017http://etds.lib.ntnu.edu.tw/cgi-bin/gs32/gsweb.cgi?o=dstdcdr&s=id=%22G060442042S%22.&%22.id.&http://rportal.lib.ntnu.edu.tw:80/handle/20.500.12235/100123以有機催化劑進行有機不對稱連鎖反應進行,建構高鏡像選擇性之四氫-4H-苯並吡喃架構之產物。使用1,3-硝基共軛烯炔及烯胺酮,以氯仿為溶劑並利用20%之奎寧-硫尿素衍生之雙關能基催化劑,透過催化劑上三級胺及硫尿素之氫鍵催化,於0 oC,下進行兩分子間[3+3]合環反應,經由Michael/丙二烯生成/oxa-Micheal之過程得到四氫-4H-苯並吡喃架構為主架構之產物,最高可達48%產率,以及不錯的鏡像選擇性(up to >99%)。The method is to construct high enatioseletivity of fourhydro-4H-chromene scaffold via bifunctional organocatalyst. The organocascade reaction is carried out between 1,3-nitro enynes and enaminones to afford tetrahydro-4H-chromene structures in CHCl3 through hydron-bonding interaction under 0 degree. The reaction proceeds through sequential conjugate Michael addition/allene formation/intramolecular oxa-Michael addition in medium yield (up to 48% yield) and excellent stereoselectivites (up to >99%).有機連鎖反應[3+3]合環反應13-共軛烯炔Organocascaed[3+3]-cycloaddtion13-enyne有機不對稱連鎖反應:以1,3-共軛烯炔與烯胺酮衍生物進行Michael/oxa-Michael加成反應建立四氫-4H-苯併吡喃架構Organocascade Michael/oxa-Michael addition to construct tetrahydro-4H-chromene skeletons of 1,3-enyne with 1,3-cyclohexane-derived enaminones