Efficient preparation of c(2)-symmetrical chiral ferrocenyl diols by catalytic enantioselective reduction of diacylferrocenes.

Org Lett

Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.

Published: September 2002

[reaction: see text] Enantioselective borohydride reduction, catalyzed by the optically active beta-ketoiminato cobalt(II) complex, was successfully applied to the 1,1'-dialkanoyl- and 1,1'-dibenzoylferrocenes to afford the corresponding C(2)-symmetrical chiral ferrocenyl diols with high diastereoselectivity and excellent enantioselectivity.

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http://dx.doi.org/10.1021/ol0266018DOI Listing

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  • The study explored the structural components of the porphyrin and the role of methoxy ligands, using DFT calculations to enhance understanding of the mechanistic processes involved in the carbene transfer reaction.
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