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Search for "organomagnesium" in Full Text gives 32 result(s) in Beilstein Journal of Organic Chemistry.

A practical synthesis of long-chain iso-fatty acids (iso-C12–C19) and related natural products

  • Mark B. Richardson and
  • Spencer J. Williams

Beilstein J. Org. Chem. 2013, 9, 1807–1812, doi:10.3762/bjoc.9.210

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  • ][45][46], organomagnesium (sp2–sp3) [47], or organocopper (sp3–sp3) [48][49] cross-couplings; or (2) bidirectional extension of a central thiophene C4-fragment [50]. Two fundamentally different approaches worth special mention are the synthesis of the iso-C14 acid 3 by direct hydro-isopropylation of
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Published 04 Sep 2013

Recent advances in transition-metal-catalyzed intermolecular carbomagnesiation and carbozincation

  • Kei Murakami and
  • Hideki Yorimitsu

Beilstein J. Org. Chem. 2013, 9, 278–302, doi:10.3762/bjoc.9.34

Graphical Abstract
  • reactions are efficient and direct routes to prepare complex and stereodefined organomagnesium and organozinc reagents. However, carbon–carbon unsaturated bonds are generally unreactive toward organomagnesium and organozinc reagents. Thus, transition metals were employed to accomplish the carbometalation
  • , organomagnesium and organozinc reagents have been widely employed for organic synthesis due to their versatile reactivity and availability. The most popular method for preparing organomagnesium and organozinc reagents still has to be the classical Grignard method [1], starting from magnesium or zinc metal and
  • organic halides [2][3][4][5][6][7]. Although the direct insertion route is efficient and versatile, stereocontrolled synthesis of organomagnesium or organozinc reagents, especially of alkenyl or alkyl derivatives, is always difficult since the metal insertion process inevitably passes through radical
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Published 11 Feb 2013

Evaluation of a chiral cubane-based Schiff base ligand in asymmetric catalysis reactions

  • Kyle F. Biegasiewicz,
  • Michelle L. Ingalsbe,
  • Jeffrey D. St. Denis,
  • James L. Gleason,
  • Junming Ho,
  • Michelle L. Coote,
  • G. Paul Savage and
  • Ronny Priefer

Beilstein J. Org. Chem. 2012, 8, 1814–1818, doi:10.3762/bjoc.8.207

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  • in obtaining high stereoselectivity, and thus we decided to switch to Michael addition with organomagnesium and organozinc reagents. Since the copper source that produced the highest ee value with the cyclopropanation above was Cu(I) triflate tetrakisacetonitrile, we decided to initially focus on
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Letter
Published 22 Oct 2012

Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents

  • Paul Knochel,
  • Matthias A. Schade,
  • Sebastian Bernhardt,
  • Georg Manolikakes,
  • Albrecht Metzger,
  • Fabian M. Piller,
  • Christoph J. Rohbogner and
  • Marc Mosrin

Beilstein J. Org. Chem. 2011, 7, 1261–1277, doi:10.3762/bjoc.7.147

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  • the most important procedures for the preparation of functionalized organzinc and organomagnesium reagents. In addition, new methods for the preparation of polyfunctional aryl- and heteroaryl zinc- and magnesium compounds, as well as new Pd-catalyzed cross-coupling reactions, are reported herein
  • . Experimental details are given for the most important reactions in the Supporting Information File 1 of this article. Keywords: cross-coupling; heterocycles; insertion; metalation; organomagnesium; organozinc; Introduction The functionalization of heterocyclic scaffolds is an important task in current
  • organomagnesium reagents in this short review. Although, these reagents were introduced to synthetic organic chemistry at the turn of the 20th century, they are now more than ever essential organometallic intermediates. The progress in the 5 last years in our laboratories shows that much is still unknown in this
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Published 13 Sep 2011

Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling

  • Aiichiro Nagaki,
  • Yuki Uesugi,
  • Yutaka Tomida and
  • Jun-ichi Yoshida

Beilstein J. Org. Chem. 2011, 7, 1064–1069, doi:10.3762/bjoc.7.122

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  • transmetalation of the aryl group from lithium to iron followed by reductive elimination of the homo-coupling product seems to be plausible, while a similar mechanism is proposed for homo-coupling of organomagnesium compounds with FeCl3 [19][20]. The regiospecificity of the coupling is consistent with this
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Published 02 Aug 2011

A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates

  • Erwan Le Gall,
  • Antoine Pignon and
  • Thierry Martens

Beilstein J. Org. Chem. 2011, 7, 997–1002, doi:10.3762/bjoc.7.112

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  • inter- or intramolecularly [8][9][10][11][12][13][14][15][16]. However, an increased range of aromatic moieties can be introduced through the use of organometallic compounds. The most commonly employed reagents are organoindium [17][18], organolithium [19][20], organomagnesium [21][22], organotin [23
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Letter
Published 20 Jul 2011

Recent advances in carbocupration of α-heterosubstituted alkynes

  • Ahmad Basheer and
  • Ilan Marek

Beilstein J. Org. Chem. 2010, 6, No. 77, doi:10.3762/bjoc.6.77

Graphical Abstract
  • undergoes a subsequent thermal [3,3]-sigmatropic rearrangement to give the corresponding nitrile 27. The presence of the organomagnesium group on 26 is essential for the rearrangement to proceed in good yield (Scheme 12). The silylcupration of N-1-alkynylsulfonylamides 28 led to the desired vinylsilane
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Published 15 Jul 2010
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