Abstract
We report a stereoselective formal [3 + 2] cycloaddition of cyclopropyl ketones and radical-acceptor alkenes to form polysubstituted cyclopentane derivatives. Catalyzed by a chiral Ti(salen) complex, the cycloaddition occurs via a radical redox-relay mechanism and constructs two C-C bonds and two contiguous stereogenic centers with generally excellent diastereo- and enantioselectivity.
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, Non-P.H.S.
MeSH terms
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Alkenes / chemistry*
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Catalysis
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Cycloaddition Reaction*
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Cyclopentanes / chemical synthesis*
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Cyclopentanes / chemistry
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Free Radicals / chemistry*
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Ketones / chemistry*
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Molecular Structure
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Oxidation-Reduction
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Stereoisomerism
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Titanium / chemistry*
Substances
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Alkenes
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Cyclopentanes
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Free Radicals
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Ketones
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Titanium