[3+2] Redox-Neutral Cycloaddition of Nitrocyclopropanes with Styrenes by Visible-Light Photocatalysis
The first nitro‐group‐initiated redox‐neutral [3+2] cycloaddition of nitrocyclopropanes with alkenes by using visible‐light‐absorbing transition‐metal complexes was reported. High diastereoselectivities were observed for two quaternary carbon centers on the ring and validated by DFT calculations. Sp...
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Veröffentlicht in: | Chemistry : a European journal 2015-06, Vol.21 (27), p.9676-9680 |
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Sprache: | eng |
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Zusammenfassung: | The first nitro‐group‐initiated redox‐neutral [3+2] cycloaddition of nitrocyclopropanes with alkenes by using visible‐light‐absorbing transition‐metal complexes was reported. High diastereoselectivities were observed for two quaternary carbon centers on the ring and validated by DFT calculations. Spiro‐ or polycyclic structures can be constructed smoothly. Cyclic γ‐amino acid derivatives and polysubstituted cyclic amino alcohols can be obtained easily through reduction of the nitro group.
Constructing rings: The first nitro‐group‐initiated redox‐neutral [3+2] cycloaddition of nitrocyclopropanes with alkenes by using visible‐light‐absorbing transition‐metal complexes is reported. High diastereoselectivities were observed for two quaternary carbon centers on the ring. Spiro‐ or polycyclic structures can be constructed smoothly. Cyclic γ‐amino acid derivatives, which are potential precursors to peptidic oligomers and polysubstituted cyclic amino alcohols, can be obtained easily through reduction of the nitro group. |
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ISSN: | 0947-6539 1521-3765 |
DOI: | 10.1002/chem.201500873 |