Literature DB >> 11169635

New Applications of Polyfunctional Organometallic Compounds in Organic Synthesis Frequently used abbreviations are defined at the end of the article.

Andreas Boudier1, Lars O. Bromm, Matthias Lotz, Paul Knochel.   

Abstract

In the second half of the twentieth century much effort was invested in the preparation of highly reactive polar organometallic reagents. The high reactivity of these reagents precluded the presence of many functional groups and often good chemoselectivities and stereoselectivities could only by achieved by transmetalation reactions. The synthesis of increasingly complex target molecules and the desire to avoid tedious protection-deprotection steps has led inevitably to the use of functionalized organometallic reagents in retrosynthesis. In the last fifteen years, the generation of organic derivatives of numerous metals and metalloids (Li, Mg, B, Zn, Sn) was investigated. In this review the most important preparations and applications of organometallic reagents in organic synthesis will be covered, with particular emphasis on organozinc reagents.

Entities:  

Year:  2000        PMID: 11169635

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  19 in total

1.  Palladium-catalyzed borylation of primary alkyl bromides.

Authors:  Amruta Joshi-Pangu; Xinghua Ma; Mohamed Diane; Sidra Iqbal; Robert J Kribs; Richard Huang; Chao-Yuan Wang; Mark R Biscoe
Journal:  J Org Chem       Date:  2012-07-23       Impact factor: 4.354

2.  Synthesis and evaluation of the substrate activity of C-6 substituted purine ribosides with E. coli purine nucleoside phosphorylase: palladium mediated cross-coupling of organozinc halides with 6-chloropurine nucleosides.

Authors:  Abdalla E A Hassan; Reham A I Abou-Elkhair; James M Riordan; Paula W Allan; William B Parker; Rashmi Khare; William R Waud; John A Montgomery; John A Secrist
Journal:  Eur J Med Chem       Date:  2011-11-04       Impact factor: 6.514

3.  Stereoselectivity in Pd-catalysed cross-coupling reactions of enantioenriched nucleophiles.

Authors:  Xinghua Ma; Benjamin Murray; Mark R Biscoe
Journal:  Nat Rev Chem       Date:  2020-09-24       Impact factor: 34.035

4.  Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation.

Authors:  Shengzong Liang; Tatsuya Kumon; Ricardo A Angnes; Melissa Sanchez; Bo Xu; Gerald B Hammond
Journal:  Org Lett       Date:  2019-05-03       Impact factor: 6.005

5.  Masked omega-lithio ester enolates: synthetic applications.

Authors:  Miguel Yus; Rosario Torregrosa; Isidro M Pastor
Journal:  Molecules       Date:  2004-04-30       Impact factor: 4.411

6.  A practical, enantioselective synthetic route to a key precursor to the tetracycline antibiotics.

Authors:  Jason D Brubaker; Andrew G Myers
Journal:  Org Lett       Date:  2007-08-11       Impact factor: 6.005

7.  The Use of Tertiary Alkylmagnesium Nucleophiles in Ni-Catalyzed Cross-Coupling Reactions.

Authors:  Amruta Joshi-Pangu; Mark R Biscoe
Journal:  Synlett       Date:  2012-05-14       Impact factor: 2.454

8.  Stereoretentive Pd-catalysed Stille cross-coupling reactions of secondary alkyl azastannatranes and aryl halides.

Authors:  Ling Li; Chao-Yuan Wang; Rongcai Huang; Mark R Biscoe
Journal:  Nat Chem       Date:  2013-05-19       Impact factor: 24.427

9.  Organozinc pivalates for cobalt-catalyzed difluoroalkylarylation of alkenes.

Authors:  Xinyi Cheng; Xingchen Liu; Shengchun Wang; Ying Hu; Binjing Hu; Aiwen Lei; Jie Li
Journal:  Nat Commun       Date:  2021-07-16       Impact factor: 14.919

10.  Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents.

Authors:  Baosheng Wei; Qianyi Ren; Thomas Bein; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-17       Impact factor: 15.336

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