Beilstein J. Org. Chem.2026,22, 71–87, doi:10.3762/bjoc.22.3
radicalhomocoupling of alkyl chlorides.
Zr-catalyzed fluorine atom transfer.
Zr-catalyzed C–O bond cleavage. aYield without the use of P(OEt)3.
Application to the total synthesis of halichondrins.
Zr-catalyzed C3 dimerization of 3-bromotryptophan derivatives. aCp2ZrCl2 was used.
Mechanistic studies
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Graphical Abstract
Figure 1:
Historical background of zirconium and its physical properties. Image depicted in the background of ...
Beilstein J. Org. Chem.2017,13, 33–42, doi:10.3762/bjoc.13.5
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Keywords: anodic decarboxylation; diastereoselectivity; Kolbe electrolysis; radical hetero-coupling; radicalhomo-coupling; Introduction
Intermolecular radical additions with high diastereoselectivity have been described for a number of cases [1][2][3][4][5][6][7][8][9]. There are much fewer reports on
radical have been observed [35][36][37]. In contrast, hardly any side products of that kind were obtained using menthol related auxiliaries in anodic radical coupling reactions.
Products analogous to these of the radicalhomo-coupling above can be obtained by auxiliary controlled oxidative enolate
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Graphical Abstract
Figure 1:
Menthol auxiliaries 1–4 used in the following anodic coupling reactions.