Enantioselective Synthesis of Benzazepinoindoles Bearing Trifluoromethylated Quaternary Stereocenter

来源 :手性中国2014学术研讨会 | 被引量 : 0次 | 上传用户:a9249228
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Over the past few years, great efforts have been devoted to the synthesis of functionalized molecules with a CF3-containing stereocenter because of their superior biological properties.[1] In particular, the construction of cyclic quaternary stereocenters bearing a CF3 moiety remains a challenging project in organic synthesis.Only a few examples with a 3, 5 or 6-membered ring have been documented.Our group recently developed a original class of chiral spirocyclic phosphoric acids (SPAs), which proved to be highly efficient in asymmetric catalysis.[2] Utilizing such chiral SPAs we now report the first highly enantioselective catalytic iso-Pictet-Spengler reaction of C-2-linked o-aminobenzylindoles with commercial trifluoromethylated ketones.
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