Journal
ORGANIC LETTERS
Volume 13, Issue 2, Pages 224-227Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol102628x
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Funding
- Liebig fellowship
- DFG [CZ-183/1-1]
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A general synthetic access to 3,3-disubstituted 1,4-diynes bearing a quaternary carbon center from acetylacetone was developed. The compounds were cyclized to the corresponding enol ethers by cationic gold complexes. The reactions occur in complete exo-selectivity in contrast to compounds incorporating an alkoxy substituent in the 3-position. A mechanistic rationale for this reversal of selectivity is provided.
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