4.8 Article

(-)-sparteine-mediated metalation of ferrocenesulfonates. The first case of double asymmetric induction of ferrocene planar chirality

Journal

ORGANIC LETTERS
Volume 4, Issue 11, Pages 1935-1938

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol025963c

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[GRAPHICS] A new process for induction of planar chirality via a matched chiral-directed metalation group (DMG)/(-)-sparteine interaction is demonstrated. Thus, s-BuLi metalation of (-)-menthylferrocenesulfonate (8b) with (-)-sparteine constitutes a matched pair resulting in amplification of the dr in the 2-formyl product 10a.

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