Copper-Catalysed Asymmetric 1,4-Addition of Organozinc Compounds to Linear Aliphatic Enones Using 2,2′-Dihydroxy 3,3′-Dithioether Derivatives of 1,1′-Binaphthalene
作者:Christoph Börner、Michael R. Dennis、Ekkehard Sinn、Simon Woodward
Enone structure as a probe to Lewis acid carbonyl binding in copper-catalysed asymmetric conjugate addition
作者:Christoph Börner、Wilfried A König、Simon Woodward
DOI:10.1016/s0040-4039(00)01940-7
日期:2001.1
Systematic changes in the substitution pattern of linear enones ((RCOCH)-C-1=CHR2) helps identify the reactive conformation (s-trans versus s-cis) of the enone in copper-catalysed asymmetric 1,4-ZnEt2 addition. Pointers to the binding mode of the Lewis Acid (syn or anti to the 'ene' function) are also gathered. Enantioselectivities of up to 79% have been realised in these reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.
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