Ueda Tsuyoshi, Kanomata Nobuhiro, Machida Hajime
Department of Industrial Chemistry, Meiji University, Tama-ku, Kawasaki 214-8571, Japan.
Org Lett. 2005 Jun 9;7(12):2365-8. doi: 10.1021/ol0506258.
[reaction: see text] 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.
[反应：见正文] 通过钐催化的频哪醇偶联反应合成了一系列[n]对环芳二醇（n = 8 - 12），用于形成ansa-桥。对映体纯的[n]对环芳酯通过几步反应从二醇衍生而来，对于n = 10时通过手性拆分，对于n = 11时通过使用氨基醇助剂的结晶诱导不对称转化及其选择性裂解。
