Asymmetric allylic substitutions on symmetrical and non-symmetrical substrates using [5]ferrocenophane ligands

作者:Sebesta Radovan*; Skvorcova Andrea; Horvath Branislav
来源:Tetrahedron: Asymmetry , 2010, 21(15): 1910-1915.
DOI:10.1016/j.tetasy.2010.05.054

摘要

A series of [5]ferrocenophane diphosphane ligands were used in Pd-catalyzed allylic substitution reactions. With a symmetrical substrate, 1,3-diphenylpropenyl acetate, enantioselectivities between 70% and 94% ee were observed. Several non-symmetrically substituted allylic substrates were also used. Depending on the substituents of the non-symmetrical allylic substrates, various degrees of regioselectivity (from 1:1 to 100:0) and enantioselectivity (from 0% to 96% ee) were observed. Tentative catalytically active complexes were studied by DFT computational methods.

  • 出版日期2010-8-4