Synthesis of Highly Congested Tertiary Alcohols via the [3,3] Radical Deconstruction of Breslow Intermediates.
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DOI: 10.1021/acs.orglett.2c01627
Abstract: Pericyclic processes such as [3,3]-sigmatropic rearrangements leading to the rapid generation of molecular complexity constitute highly valuable tools in organic synthesis. Herein, we report the formation of particularly hindered tertiary alcohols via rearrangement of Breslow… read more here.
Keywords: synthesis highly; breslow intermediates; highly congested; alcohols via ... See more keywords
Dehydroxylative Arylation of Alcohols via Paired Electrolysis.
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DOI: 10.1021/acs.orglett.2c03136
Abstract: Nonactivated alcohols along with arene compounds are used in electrochemical dehydroxylative arylation for constructing C(sp3)-C(sp2) bonds. The PIII reagent undergoes single-electron anodic oxidation to form its radical cation, which reacts with the alcohol to produce… read more here.
Keywords: via paired; alcohols via; dehydroxylative arylation; paired electrolysis ... See more keywords
O-Allylhydroxyamine: A Bifunctional Olefin for Construction of Axially and Centrally Chiral Amino Alcohols via Asymmetric Carboamidation.
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DOI: 10.1021/jacs.3c01162
Abstract: Difunctionalization of olefins offers an attractive approach to access complex chiral structures. Reported herein is the design of N-protected O-allylhydroxyamines as bifunctional olefins that undergo catalytic asymmetric 1,2-carboamidation with three classes of (hetero)arenes to afford… read more here.
Keywords: asymmetric carboamidation; chiral amino; alcohols via; amino ... See more keywords
Divergent reactions of oxindoles with amino alcohols via the borrowing hydrogen process: oxindole ring opening vs. C3 alkylation
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DOI: 10.1039/c8qo00184g
Abstract: Oxindoles display a diverse pattern of reactivity upon reaction with different classes of amino alcohols via the borrowing hydrogen process. Whereas the reaction with N-acetyl amino alcohols leads to C3 alkylation, the reaction with N-alkyl… read more here.
Keywords: via borrowing; borrowing hydrogen; amino alcohols; reaction ... See more keywords