Abstract
Chiral phosphepine 1 catalyzes the transformation of an array of hydroxy-2-alkynoates into saturated oxygen heterocycles with good enantioselectivity. Phenols are also shown to participate in such phosphine-catalyzed cyclizations, including an asymmetric variant. This method provides a new approach to the enantioselective synthesis of tetrahydrofurans, tetrahydropyrans, and dihydrobenzopyrans.
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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Catalysis
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Chromans / chemical synthesis
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Chromans / chemistry
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Cyclization
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Furans / chemical synthesis
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Furans / chemistry
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Heterocyclic Compounds / chemical synthesis*
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Heterocyclic Compounds / chemistry
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Oxygen / chemistry*
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Phosphines / chemistry*
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Pyrans / chemical synthesis
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Pyrans / chemistry
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Stereoisomerism
Substances
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Chromans
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Furans
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Heterocyclic Compounds
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Phosphines
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Pyrans
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phosphine
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Oxygen