Planar-chiral (p-arene)chromium complexes are powerful chiral scaffolds in asymmetric synthesis, but their synthetic methods are rather limited. Recently, we demonstrated that the Mo-catalyzed asymmetric ring-closing metathesis (ARCM) was highly effective for asymmetric synthesis of the various planar-chiral metallocenes. And thus, we were interested in controlling the (p-arene)Cr-based planar chirality by ARCM. Indeed, the Mo-catalyzed kinetic resolution of the racemic (p-1,2-disubstituted-benzene)Cr complexes proceeded efficiently to give the Cr complexes with high ee's. The (p-bromoarene)Cr complex thus obtained was an excellent precursor to various (arene)chromium derivatives. The ARCM method could be extended to the desymmetrization of the prochiral (arene)chromium complexes, in which both planar and axial chirality were synchronously controlled with excellent selectivity. The N-C axial chirality thus induced was retained in the N-arylindoles even after the removal of the Cr fragment.

Catalytic enantioselective synthesis of planar-chiral (?<sup>6</sup>-arene)chromium complexes

247th National Meeting (2014)

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Catalytic enantioselective synthesis of planar-chiral (?6-arene)chromium complexes

Catalytic enantioselective synthesis of planar-chiral (?⁶-arene)chromium complexes