標題: Total synthesis of (+/-)-2-isocyanoallopupukeanane
作者: Ho, TL
Kung, LR
Chein, RJ
應用化學系
Department of Applied Chemistry
公開日期: 8-Sep-2000
摘要: 2-Isocyanoallopupukeanane (4) has been obtained in racemic form from methyl 2-exo-methylbicyclo-[2.2.1]hept-5-ene-2-endo-carboxylate via dibromocarbene addition, S(N)2' displacement, chain extension, and elaboration of the unsaturated ketone 12c which underwent an intramolecular hetero-Diels-Alder reaction to afford 13 containing all the skeletal carbon atoms. The dihydropyran unit was cleaved by ozonolysis to give the tricarbocyclic intermediate which required seven more steps to complete the synthesis.
URI: http://dx.doi.org/10.1021/jo000668w
http://hdl.handle.net/11536/30255
ISSN: 0022-3263
DOI: 10.1021/jo000668w
期刊: JOURNAL OF ORGANIC CHEMISTRY
Volume: 65
Issue: 18
起始頁: 5774
結束頁: 5779
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