A new efficient route for multigram asymmetric synthesis of alkannin and shikonin

…, AT Strongilos, VP Papageorgiou…

文献索引：Couladouros, Elias A.; Strongilos, Alexandros T.; Papageorgiou, Vassilios P.; Plyta, Zoi F. Chemistry - A European Journal, 2002 , vol. 8, # 8 p. 1795 - 1803

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被引用次数: 26

摘要

Abstract A short and convergent approach for the synthesis of alkannin, shikonin and shikalkin is presented. A Hauser-type annulation of cyanophthalide 26 with enone 7 affords the complete aromatic system in just one step with concomitant attachment of the entire side chain. Subsequent Corey's oxazaborolidine mediated asymmetric reduction of the above advanced intermediate, leads to the required isomer in high enantiomeric excess. Finally, ...