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The (+)-sparteine-mediated lithiation-substitution of o-benzyl-N- pivaloylaniline with various ketones was investigated. The obtained highly enantioenriched tertiary alcohols were used for the synthesis of alkenyl-substituted products 12 and 13 as well as 3,3,4-trisubstituted tetrahydroquinoline derivatives 22-24. The reaction with alpha,beta- unsaturated ketones afforded highly enantioenriched 1,4-addition products 28-33 and provided a protocol for the asymmetric synthesis of highly substituted tetralin derivative 34. Copyright
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Reference：
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate