Abstract
The stereoselective synthesis of a challenging macrocyclic polyene scaffold, containing a sensitive vinyl ether motif, has been accomplished using O,C-dilithiation/selective C-alkylation, Pd-catalysed etherification and Wittig reactions as key steps. An end-game macrocyclisation strategy employed a regio- and stereoselective Stille cross-coupling using Pd(Br)(N-Succ)(AsPh3)2 (AsCat) as the precatalyst.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkadienes / chemistry*
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Alkynes / chemistry*
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Catalysis
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Ethers / chemistry*
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Macrocyclic Compounds / chemistry*
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Molecular Structure
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Organometallic Compounds / chemistry
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Polycyclic Compounds / chemistry*
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Stereoisomerism
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Vinyl Compounds / chemistry*
Substances
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Alkadienes
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Alkynes
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Ethers
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Macrocyclic Compounds
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Organometallic Compounds
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Polycyclic Compounds
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Vinyl Compounds