Journal
SYNTHESIS-STUTTGART
Volume 49, Issue 1, Pages 202-208Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1562381
Keywords
alkyne metathesis; enynes; hydrostannation; molybdenum alkylidynes; natural products; ruthenium; trans-reduction
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Funding
- MPG
- Fonds der Chemischen Industrie
- JSPS
- Grants-in-Aid for Scientific Research [14J08052] Funding Source: KAKEN
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1,3-Enynes are hardly amenable to trans-hydrometalation reactions, because they tend to bind the standard ruthenium catalysts too tightly. However, catalysts comprising a [Cp*Ru-Cl] unit allow such compounds to be used, provided they contain an OH group next to the triple bond. This aspect is illustrated by a formal synthesis of the lichenderived macrolide aspicilin. The required macrocyclic enyne precursor was formed by an efficient ring-closing alkyne metathesis reaction.
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