Abstract
The enantiospecific total synthesis of natural roseophilin has been completed in 7.0% overall yield over 15 steps by means of an asymmetric cyclopentannelation. This establishes the absolute configuration of the natural product as 22R,23R. Cyclopentenone (+)-12 was prepared in 78% yield and 86% ee in the key step.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Heterocyclic Compounds, 3-Ring / chemical synthesis*
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Heterocyclic Compounds, 3-Ring / chemistry
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Pyrroles / chemical synthesis*
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Pyrroles / chemistry
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Stereoisomerism
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Streptomyces / chemistry
Substances
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Heterocyclic Compounds, 3-Ring
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Pyrroles
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roseophilin