Abstract
Here we report the stereo- and regiospecific C-6 alkylation of a trans-inden-5-one (from optically pure Hajos-Parrish ketone) with allylic electrophiles. Use of this alkylation procedure has led to an improved synthesis of the benz[f]indene ring system and the first enantiospecific total syntheses of the cyclopenta[b]anthracene and cyclopenta[b]phenanthrene ring systems (two synthetic routes).
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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Alkylation
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Anthracenes / chemistry
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Benzene / chemistry
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Borates / chemistry*
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Catalysis
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Indenes / chemistry*
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Molecular Structure
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Palladium / chemistry*
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Steroids / chemistry*
Substances
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Anthracenes
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Borates
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Indenes
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Steroids
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Palladium
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anthracene
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Benzene