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Org Lett ; 5(11): 1813-6, 2003 May 29.
Article in English | MEDLINE | ID: mdl-12762659

ABSTRACT

[reaction: see text] A copper-mediated deracemization of the vaulted biaryl ligands VANOL and VAPOL can be readily achieved in the presence of (-)-spartiene. The optimal procedure involves the in situ generation of copper(II) and leads to the reproducible formation of (S)-VANOL and (S)-VAPOL in greater than 99% ee from the racemates. This method is superior to existing procedures for BINOL (92% ee).


Subject(s)
Bridged Bicyclo Compounds/chemistry , Ligands , Copper/chemistry , Models, Molecular , Sparteine/chemistry , Stereoisomerism , Ultrasonics
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