Novel multichiral diols and diamines by highly stereoselective pinacol coupling of planar chiral [2.2] paracyclophane derivatives

EV Sergeeva, VI Rozenberg…

Index: Rozenberg, Valeria; Danilova, Tat'yana; Sergeeva, Elena; Vorontsov, Evgenii; Starikova, Zoya; Lysenko, Konstantin; Belokon', Yuri European Journal of Organic Chemistry, 2000 , # 19 p. 3295 - 3303

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Citation Number: 19

Abstract

Abstract The TiCl 4/Zn-mediated intermolecular pinacol coupling of the planar chiral carbonyl compounds [2.2] paracyclophane-4-carbaldehyde, 4-acetyl [2.2] paracyclophane (ketone) and the four regioisomeric 5-, 7-, 12-and 13-methoxy [2.2] paracyclophane-4- carbaldehydes as well as the pTosOH–Zn/Cu-promoted coupling of their N-substituted imines is described. Coupling of the enantiomerically pure substrates (most of carbonyl ...