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Synthesis of cycloheptanoids through asymmetric catalytic (4 + 3) cycloadditions

The construction of seven-membered carbocycles through cycloaddition reactions represents a longstanding challenge in organic synthesis. A study now reports a copper-catalysed enantioselective (4 + 3) cycloaddition between 2-aminoallyl cations and dienol silyl ethers that affords structurally diverse cycloheptanoids with high stereoselectivities and shows broad substrate scope.

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Fig. 1: Asymmetric (4 + 3) cycloadditions of 2-aminoallyl cations with dienol silyl ethers.

References

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This is a summary of: Shen, L., Lin, Z., Guo, B. & Zi, W. Synthesis of cycloheptanoids through catalytic enantioselective (4 + 3)-cycloadditions of 2-aminoallyl cations with dienol silyl ethers. Nat. Synth. https://doi.org/10.1038/s44160-022-00150-0 (2022).

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Synthesis of cycloheptanoids through asymmetric catalytic (4 + 3) cycloadditions. Nat. Synth 1, 839–840 (2022). https://doi.org/10.1038/s44160-022-00151-z

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