期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 10, 期 30, 页码 6105-6111出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25419k
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资金
- MICINN [CTQ2010-16088/BQU, CSD2006-0003]
- MEC (FPU)
- AGAUR [2009SGR47]
- ICIQ Foundation
- ICIQ X-Ray Diffraction unit
1,6-Enynes with electron-donating substituents at the alkyne undergo gold(I)-catalysed single cleavage skeletal rearrangement, whereas substrates with electron-withdrawing substituents evolve selectively to double cleavage rearrangement. Theoretical calculations provide a qualitative rationale for these effects, and suggest that bicyclo[3.2.0]hept-5-enes are involved as intermediates. We provide the first X-ray structural evidence for the formation of a product of this class in a cycloisomerisation of a 1,6-enyne.
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