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ORGANIC LETTERS
卷 -, 期 -, 页码 -出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02111
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资金
- National Natural Science Foundation of China [21933003]
In this study, the total synthesis of clovan-2,9-dione was reported using a Rh-catalyzed multi-step reaction. The [3 + 2 + 1] cycloaddition/hydroformylation/aldol reaction sequence was employed to successfully construct the desired structure.
Here we report the total synthesis of clovan-2,9-dione via Rh-catalyzed [3 + 2 + 1] cycloaddition/hydroformylation/aldol reaction. The [3 + 2 + 1] reaction of 1-yne-vinylcyclopropane and CO was used for the generation of a 5/6 bicyclic skeleton with a bridgehead vinyl group. The hydroformylation reaction converted the congested olefin of the [3 + 2 + 1] cycloadduct to a one-carbon elongated aldehyde, which underwent in situ aldol reaction, with the carbonyl group in the [3 + 2 + 1] cycloadduct, to generate the tricyclic bridged-ring skeleton of the target molecule.
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