國家衛生研究院 NHRI:Item 3990099045/15312
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    题名: Influence of ring strain on the formation of rearrangement vs cyclization isotwistane products in the acyl radical reaction of bicyclo[2.2.2]octanone
    作者: Chen, CM;Lin, SK;Hsieh, CT;Reddy, JS;Teoh, YN;Cheng, MJ;Hsieh, HP
    贡献者: Institute of Biotechnology and Pharmaceutical Research
    摘要: An acyl radical reaction of bicyclo[2.2.2]octenone to yield either rearranged or cyclized isotwistane products is described. The influence of ring strain on the reaction was demonstrated by alternating the sizes of the fused ring in the starting material. DFT calculations showed that the reaction is under thermodynamic control and proceeds via a 5-exo-trig cyclization intermediate, which undergoes either hydrogen-atom transfer (HAT) to give a cyclized product or rearrangement via a twistane intermediate to give a rearranged product.
    日期: 2023-11-03
    關聯: Organic Letters. 2023 Nov 3;25(43):7757-7762.
    Link to: http://dx.doi.org/10.1021/acs.orglett.3c02374
    JIF/Ranking 2023: http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=NHRI&SrcApp=NHRI_IR&KeyISSN=1523-7052&DestApp=IC2JCR
    Cited Times(WOS): https://www.webofscience.com/wos/woscc/full-record/WOS:001071371000001
    Cited Times(Scopus): https://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=85175192802
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