Enantioselective Synthesis of Dihydro‑1H‑benzindoles
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https://figshare.com/articles/dataset/Enantioselective_Synthesis_of_Dihydro_1_i_H_i_benzindoles/2426647
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The first examples of dihydro-1H-benzindoles by enantioselective γ-lactamization reaction of naphthyl sulfilimines with trichloroacetyl chloride in the presence of ZnCu as catalyst (≥98:2 er and 65–80% yields) are described. Products are obtained by [3,3]-sigmatropic rearrangement of the azasulfonium enolate or followed by a second allylic rearrangement that transfers chirality. The absolute stereochemistry was confirmed by X-ray crystallography, which provides support for the mechanisms proposed.
创建时间:
2016-02-19



