What I Wish Everyone Knew About 12180-80-2

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As a society publisher, everything we do is to support the scientific community – so you can trust us to always act in your best interests, SDS of cas: 12180-80-2, and get your work the international recognition that it deserves. Introducing a new discovery about 12180-80-2, Name is 1,1′-Dibenzoylferrocene

An efficient and flexible asymmetric synthesis of planar chiral 2-mono- and 2,2?-disubstituted 1,1?-bisbenzoylferrocenes 4 and 6 is reported. Key step is a highly diastereoselective ortho-metalation of 1,1?-bisbenzoylferrocene 1 via the corresponding bis-SAMP-hydrazone 2 (de?96%), followed by trapping with various carbon, silicon, phosphorus and sulfur electrophiles. Cleavage of the monosubstituted hydrazones 3 led to monosubstituted ketones 4 (ee?98%). Further ortho-substitution of the hydrazones 3 afforded 2,2?-disubstituted hydrazones 5, which could be cleaved to disubstituted ferrocenyl diketones 6 (ee?99%). The new methodology allows a broad and flexible fine-tuning of ferrocenyl ligands desired in asymmetric catalysis. Ozonolysis or reductive hydrazone cleavage using TiCl3 or SnCl2 were the methods of choice to remove the auxiliary.

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Reference:
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion