由一个共同中间体合成阿卓霉素和奇达霉素的苷元。
Synthesis of the aglycones of altromycins and kidamycin from a common intermediate.
作者信息
Fei ZhongBo, McDonald Frank E
机构信息
Department of Chemistry, Emory University, Atlanta, GA 30322, USA.
出版信息
Org Lett. 2005 Aug 18;7(17):3617-20. doi: 10.1021/ol0509742.
Abstract
The aglycone structures 1 and 2, respectively corresponding to the antitumor antibiotic natural products altromycin and kidamycin, have been efficiently synthesized from a common advanced intermediate 3. A series of Claisen condensations and aromatizations affords the anthracene section of 3, followed by annulation of the pyrone ring. The functional groups of 3 can be manipulated for enantioselective introduction of the epoxide side-chain of altromycin aglycone 1, as well as synthesis of the kidamycin aglycone 2. [reaction: see text]
摘要
分别对应于抗肿瘤抗生素天然产物阿卓霉素和奇达霉素的苷元结构1和2，已由一个共同的高级中间体3高效合成。一系列克莱森缩合反应和芳构化反应得到了3的蒽部分，随后并环形成吡喃酮环。3的官能团可用于对映选择性引入阿卓霉素苷元1的环氧侧链，以及合成奇达霉素苷元2。[反应：见正文]
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