Synthesis of planar-chiral paracyclophanes via samarium(II)-catalyzed intramolecular pinacol coupling
Synthesis of planar-chiral paracyclophanes via samarium(II)-catalyzed intramolecular pinacol coupling
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DOI：
10.1021/ol0506258
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发表时间：
2005-06-09
期刊：
影响因子：
5.2
通讯作者：
Machida, H
中科院分区：
文献类型：
--
作者：
Ueda, T;Kanomata, N;Machida, H
通过钐催化频哪醇偶联合成了一系列[n]对环芳二醇（n = 8-12），以形成 ansa 桥。对映体纯的[n]对环芳酯是通过使用氨基醇助剂及其选择性裂解，通过手性拆分（n = 10）或通过结晶诱导的不对称转化（n = 11）分几步从二醇衍生而来。
A series of [n]paracyclophanediols (n = 8-12) was synthesized by samarium-catalyzed pinacol coupling for their ansa-bridge formation. Enantiomerically pure [n]paracyclophane esters were derived from the diols in a several steps via chiral resolution (for n = 10) or via crystallization-induced asymmetric transformation (for n = 11) by using amino alcohol auxiliaries and their selective cleavages.