Iridium-Catalyzed,\nHighly Selective Allylation of\nPyrazolones for the Convenient Construction of Adjacent Stereocenters

This paper describes an iridium-catalyzed allylation\nof ring-fused\npyrazolones that proceeds with excellent regio-, diastereo- and enantio-selectivities.\nThe approach exploits unactivated, racemic allylic alcohols as a source\nof allyl building blocks. Asymmetric syntheses of a series of biologically\nrelevant, chiral pyrazolones highlight the utility of the methodology.\nThe use of Cu(OTf)<sub>2</sub> as a co-catalyst greatly enhances the\nregioselectivity of the reaction and permits selective syntheses of\nbranched allylation products.

Publication Details

Journal
Figshare
Published
2024-11-22
DOI
https://doi.org/10.1021/acs.orglett.4c03586.s001
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.00
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article

Iridium-Catalyzed,\nHighly Selective Allylation of\nPyrazolones for the Convenient Construction of Adjacent Stereocenters

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Asymmetric Synthesis and Catalysis
article

Iridium-Catalyzed,\nHighly Selective Allylation of\nPyrazolones for the Convenient Construction of Adjacent Stereocenters

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Abstract

This paper describes an iridium-catalyzed allylation\nof ring-fused\npyrazolones that proceeds with excellent regio-, diastereo- and enantio-selectivities.\nThe approach exploits unactivated, racemic allylic alcohols as a source\nof allyl building blocks. Asymmetric syntheses of a series of biologically\nrelevant, chiral pyrazolones highlight the utility of the methodology.\nThe use of Cu(OTf)<sub>2</sub> as a co-catalyst greatly enhances the\nregioselectivity of the reaction and permits selective syntheses of\nbranched allylation products.

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Asymmetric Synthesis and Catalysis
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Iridium-Catalyzed,\nHighly Selective Allylation of\nPyrazolones for the Convenient Construction of Adjacent Stereocenters · Figshare (2024) | TGRS Research Map | TGRS