Abstract
When ketones flanked on both sides by nucleophilic atoms react with Seebach's nitropropenyl pivaloate reagent, direct couplings take place to give two new ring systems and three bonds. Cis-ring fusions are observed in unions leading to 5,5-, 5,6-, and 6,6-bicycles. Densely functionalized and rigid frameworks may be rapidly formed by the chemistry described herein.
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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Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
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Bridged Bicyclo Compounds, Heterocyclic / chemistry
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Cyclization
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Indicators and Reagents
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Indole Alkaloids / chemical synthesis*
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Indole Alkaloids / chemistry
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Ketones / chemistry*
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Molecular Structure
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Stereoisomerism
Substances
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Bridged Bicyclo Compounds, Heterocyclic
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Indicators and Reagents
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Indole Alkaloids
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Ketones
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citrinadin A