从奎尼酸的单一对映体出发，开发一种对映发散性策略用于全合成（+）-和（-）-德古拉霉素F。
Development of an enantiodivergent strategy for the total synthesis of (+)- and (-)-dragmacidin f from a single enantiomer of quinic Acid.
作者信息
Garg Neil K, Caspi Daniel D, Stoltz Brian M
机构信息
The Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 164-30, Pasadena, California 91125, USA.
出版信息
J Am Chem Soc. 2005 Apr 27;127(16):5970-8. doi: 10.1021/ja050586v.
An enantiodivergent strategy for the total chemical synthesis of both (+)- and (-)-dragmacidin F beginning from a single enantiomer of quinic acid has been developed and successfully implemented. Although unique, the synthetic routes to these antipodes share a number of key features, including novel reductive isomerization reactions, Pd(II)-mediated oxidative carbocyclization reactions, halogen-selective Suzuki couplings, and high-yielding late-stage Neber rearrangements.
已开发并成功实施了一种从奎尼酸的单一对映体开始全化学合成(+)-和(-)-德雷马西丁F的对映发散策略。尽管独特，但这些对映体的合成路线具有许多关键特征，包括新颖的还原异构化反应、钯(II)介导的氧化碳环化反应、卤素选择性铃木偶联反应以及高产率的后期内伯重排反应。
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