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Asymmetric Synthesis and Highly Diastereoselective ortho-Lithiation of Oxazolinylferrocenes
31 December 2000 (online)
Highly diastereoselective ortho-lithiation (84-99% de) of chiral oxazolinylferrocenes followed by quenching with an electrophile such as MeI, PPh2Cl or (PhSe)2 leading to the corresponding ortho-substituted ferrocenes is accomplished. The molecular structure of a phenylseleno-substituted compound, fully characterized by X-ray crystallography, showed the attack of the electrophile from the unexpected site.
diastereoselective lithiation - oxazolinylferrocenes - hydrosilylation - rhodium