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Reversal of Asymmetric Induction in Arenetricarbonyl-chromium(0) Complexes via Dilithiation with the (-)-Sparteine/BuLi System and Enantioselective Quench

Yen‐Ling Tan, David A. Widdowson, René Wilhelm

Abstract

All articles of this category Dilithiation of methoxymethoxyarenetricarbonylchromium complexes by 2.5 equivalents of BuLi and 6 equivalents of (-)-sparteine followed by enantioselective electrophilic quench gave the planar chiral ( R )-enantiomers in up to 95% enantiomeric excess. This was the opposite enantiomer obtained under conditions for enantioselective monolithiation with (-)-sparteine/BuLi. arenetricarbonylchromium(0) complexes - dilithiation - (-)-sparteine - enantioselective deprotonation - enantioselective quench

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Key concepts: Sparteine, Enantioselective synthesis, Chemistry, Enantiomer, Electrophile, Stereochemistry, Enantiomeric excess, Asymmetric induction