A rhodium-catalyzed asymmetric 1,4-addition reaction has been applied to the synthesis of 2-aryl-4-piperidones. While other conventional nucleophiles fail, organozinc reagents have been successfully utilized for the construction of these useful compounds in very good yield and enantiomeric excess.
The new method can also be applied to the enantioselective synthesis of (V) as key intermediate in the synthesis of tachykinin antagonists. Cyclic and acyclic enones are also enantioselectively arylated giving β-chiral ketones. -(SHINTANI, R.; TOKUNAGA, N.; DOI, H.; HAYASHI*, T.; J. Am. Chem. Soc. 126 (2004) 20, 6240-6241; Dep. Chem., Grad. Sch. Sci., Kyoto Univ., Sakyo, Kyoto 606, Japan; Eng.) -S. Adam
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