Abstract
[reaction: see text] A readily available iso-leucine-based phosphine ligand is used to promote Ag-catalyzed Mannich reactions between silylketene acetals and various alkynyl imines. Reactions can be effected in the presence of 5 mol % catalyst, without the need for rigorous exclusion of air, and with commercially available solvents (without purification) to afford the desired beta-alkynyl-beta-amino esters in 84-94% ee and 61-91% isolated yield.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Acetals / chemistry
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Alkynes / chemical synthesis*
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Alkynes / chemistry*
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Amino Acids / chemical synthesis*
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Catalysis
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Esters
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Imines / chemistry
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Indicators and Reagents
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Molecular Structure
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Silanes / chemistry
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Silver / chemistry
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Stereoisomerism
Substances
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Acetals
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Alkynes
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Amino Acids
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Esters
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Imines
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Indicators and Reagents
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Silanes
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Silver