Wilkie Gordon D, Elliott Gregory I, Blagg Brian S J, Wolkenberg Scott E, Soenen Danielle R, Miller Michael M, Pollack Scott, Boger Dale L
Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
J Am Chem Soc. 2002 Sep 25;124(38):11292-4. doi: 10.1021/ja027533n.
The scope of intramolecular Diels-Alder and a novel tandem Diels-Alder/1,3-dipolar cycloaddition cascade of 1,3,4-oxadiazoles is disclosed. In the cases examined, the tandem cycloadditions construct three new rings with formation of four new C-C bonds and set all six stereocenters about a central six-membered ring in a single step including three contiguous and four total quaternary centers without a trace of a second diastereomer.
本文披露了分子内狄尔斯-阿尔德反应以及1,3,4-恶二唑的新型串联狄尔斯-阿尔德/1,3-偶极环加成级联反应的范围。在所研究的案例中，串联环加成反应一步构建了三个新环，形成了四条新的碳-碳键，并在一个中心六元环周围设置了所有六个立体中心，其中包括三个相邻的和四个总共的季碳中心，且没有第二种非对映异构体的痕迹。
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