Abstract
The highly stereoselective intramolecular metal carbenoid insertion reaction of sulfinimine-derived delta-amino alpha-diazoesters is used to prepare cis-5-tert-butylproline. A concerted or nearly concerted metal carbenoid N-H insertion reaction mechanism is proposed.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Amines / chemistry
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Catalysis
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Chemistry, Organic / methods
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Esters / chemistry
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Ketones / chemistry
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Magnetic Resonance Spectroscopy
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Models, Molecular
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Molecular Structure
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Organometallic Compounds / chemistry*
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Proline / analogs & derivatives*
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Proline / chemistry*
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Rhodium / chemistry*
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Stereoisomerism
Substances
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Amines
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Esters
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Ketones
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Organometallic Compounds
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Proline
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Rhodium