Iridium-Catalyzed, Highly Selective Allylation of Pyrazolones for the Convenient Construction of Adjacent Stereocenters
This paper describes an iridium-catalyzed allylation of ring-fused pyrazolones that proceeds with excellent regio-, diastereo- and enantio-selectivities. The approach exploits unactivated, racemic allylic alcohols as a source of allyl building blocks. Asymmetric syntheses of a series of biologically...
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| Veröffentlicht in: | Organic letters 2024-12, Vol.26 (48), p.10229-10234 |
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| container_issue | 48 |
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| container_title | Organic letters |
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| creator | Sun, Shixiang Zhang, Yuqi Banwell, Martin G. White, Lorenzo V. Zhou, Leijie |
| description | This paper describes an iridium-catalyzed allylation of ring-fused pyrazolones that proceeds with excellent regio-, diastereo- and enantio-selectivities. The approach exploits unactivated, racemic allylic alcohols as a source of allyl building blocks. Asymmetric syntheses of a series of biologically relevant, chiral pyrazolones highlight the utility of the methodology. The use of Cu(OTf)2 as a co-catalyst greatly enhances the regioselectivity of the reaction and permits selective syntheses of branched allylation products. |
| doi_str_mv | 10.1021/acs.orglett.4c03586 |
| format | Article |
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| ispartof | Organic letters, 2024-12, Vol.26 (48), p.10229-10234 |
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| language | eng |
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| source | ACS Publications |
| subjects | allylation pyrazolones regioselectivity |
| title | Iridium-Catalyzed, Highly Selective Allylation of Pyrazolones for the Convenient Construction of Adjacent Stereocenters |
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