Abstract
A concise, enantioselective synthesis of the potent aldose reductase inhibitor ranirestat (1) is reported. The synthesis was accomplished employing inexpensive, commercially available starting materials. A palladium-catalyzed asymmetric allylic alkylation (Pd-AAA) of malonate 4 was utilized as a key transformation to construct the tetrasubstituted chiral center in the target.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Aldehyde Reductase / chemical synthesis
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Aldehyde Reductase / chemistry
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Molecular Structure
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Pyrazines / chemical synthesis*
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Pyrazines / chemistry
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Spiro Compounds / chemical synthesis*
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Spiro Compounds / chemistry
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Stereoisomerism
Substances
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Pyrazines
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Spiro Compounds
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Aldehyde Reductase
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ranirestat