Enantioselective constructions of quaternary carbons and their application to the asymmetric total syntheses of fredericamycin A and discorhabdin A
Enantioselective constructions of quaternary carbons and their application to the asymmetric total syntheses of fredericamycin A and discorhabdin A
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DOI：
10.1351/pac200779040701
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发表时间：
2007-04-01
影响因子：
1.8
通讯作者：
Fujioka, Hiromichi
中科院分区：
文献类型：
--
作者：
Kita, Yasuyuki;Fujioka, Hiromichi
由于这些单元作为生物活性天然产物组分的重要性，包括螺环碳的季碳的有效对映选择性构建是一个非常感兴趣的领域。突出的方法是通过（i）光学活性环氧化物的立体定向重排，（ii）酶催化拆分，和（iii）高价碘试剂诱导的对位取代苯酚衍生物的ipso-取代的手性，非外消旋季碳中心的合成。将这些方法应用于fredericamycin A和discorhabdin A的全合成。
An efficient enantioselective construction of quaternary carbons including spiro carbons is an area of intense interest due to the importance of these units as components of biologically active natural products. Prominent methods are presented for the synthesis of chiral, nonracemic quaternary carbon centers by (i) stereospecific rearrangement of optically active epoxides, (ii) enzyme-catalyzed resolution, and (iii) hypervalent iodine reagent-induced ipso-substitution of para-substituted phenol derivatives. These methods were applied to the total syntheses of fredericamycin A and discorhabdin A.