Organocatalytic\nStrategy for a Formal 1,6-Conjugate\nHydroxylation

Thanks to the versatile vinylogous hexafluoro <i>iso</i>-propyl acrylate molecular platforms, a regio- and enantioselective\nsulfa-Michael reaction was achieved upon organocatalytic conditions,\nallowing the subsequent amidation, one-pot oxidation, and Mislow-Bravermann-Evans\n[2,3]-sigmatropic rearrangement along with a 1,3-chirality transfer,\nleading eventually to a formal asymmetric 1,6-hydroxylation sequence.

Publication Details

Journal
Figshare
Published
2024-10-18
DOI
https://doi.org/10.1021/acs.orglett.4c03482.s002
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.00
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article

Organocatalytic\nStrategy for a Formal 1,6-Conjugate\nHydroxylation

Figshare
Asymmetric Synthesis and Catalysis
article

Organocatalytic\nStrategy for a Formal 1,6-Conjugate\nHydroxylation

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Abstract

Thanks to the versatile vinylogous hexafluoro <i>iso</i>-propyl acrylate molecular platforms, a regio- and enantioselective\nsulfa-Michael reaction was achieved upon organocatalytic conditions,\nallowing the subsequent amidation, one-pot oxidation, and Mislow-Bravermann-Evans\n[2,3]-sigmatropic rearrangement along with a 1,3-chirality transfer,\nleading eventually to a formal asymmetric 1,6-hydroxylation sequence.

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Openalex Percentile: Top 79%
Asymmetric Synthesis and Catalysis
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Organocatalytic\nStrategy for a Formal 1,6-Conjugate\nHydroxylation · Figshare (2024) | TGRS Research Map | TGRS