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Synlett 2001; 2001(10): 1632-1634
DOI: 10.1055/s-2001-17445
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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
  • *Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AZ, UK; Fax + 44(20)75 94 58 04; E-mail: d.widdowson@ic.ac.uk
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Publikationsdatum:
27. September 2001 (online)

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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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