Abstract
The enantioselective synthesis of heavily decorated spirolactams has been accomplished via an arylative or vinylative allene carbocyclisation cascade. Mediated by silver phosphate, a range of allene-linked pro-nucleophiles and aryl or vinyl iodides were reacted in the presence of catalytic Pd(OAc)2 and chiral bis(oxazoline) ligands to afford the spirolactam products in good yields and high enantio- and diastereoselectivities.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkadienes / chemical synthesis
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Alkadienes / chemistry*
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Catalysis
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Lactams / chemical synthesis*
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Lactams / chemistry
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Palladium / chemistry*
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Spiro Compounds / chemical synthesis*
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Spiro Compounds / chemistry
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Stereoisomerism
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Vinyl Compounds / chemical synthesis
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Vinyl Compounds / chemistry
Substances
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Alkadienes
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Lactams
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Spiro Compounds
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Vinyl Compounds
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vinyl iodide
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propadiene
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Palladium