Abstract
A practical and stereoselective synthesis of the tubuvaline-tubuphenylalanine (Tuv-Tup) fragment of tubulysin is achieved involving the opening of aziridine, crucial MacMillan alpha-hydroxylation on both fragments, and an epoxide-opening reaction.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acyclic Monoterpenes
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Aziridines / chemistry
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Epoxy Compounds / chemistry
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Hydroxylation
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Monoterpenes / chemistry
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Oligopeptides / chemical synthesis*
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Oligopeptides / chemistry*
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Peptide Fragments / chemical synthesis*
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Peptide Fragments / chemistry
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Phenylalanine / chemical synthesis
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Phenylalanine / chemistry*
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Stereoisomerism
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Valine / chemical synthesis
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Valine / chemistry*
Substances
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Acyclic Monoterpenes
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Antineoplastic Agents
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Aziridines
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Epoxy Compounds
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Monoterpenes
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Oligopeptides
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Peptide Fragments
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tubulysin D
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Phenylalanine
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aziridine
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Valine
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citronellol