Literature DB >> 18946849

Recent developments in allene-based synthetic methods.

Hiyun Kim1, Lawrence J Williams.   

Abstract

Presented is a review of the advances in synthetic methodology that make use of the allene functional group, with emphasis on catalytic asymmetric transformations and new mechanistic insights. The review covers the period from January 2007 to May 2008 and focuses on intra- and intermolecular cycloaddition, carbocycle cycloisomerization, heterocycle synthesis, epoxidation, addition and miscellaneous transformations. A brief discussion of allenes as transition metal ligands, the use of allenes in total synthesis and potential medicinal agents that contain the allene functionality is also presented.

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Year:  2008        PMID: 18946849

Source DB:  PubMed          Journal:  Curr Opin Drug Discov Devel        ISSN: 1367-6733


  9 in total

1.  1,4-Diazaspiro[2.2]pentanes as a flexible platform for the synthesis of diamine-bearing stereotriads.

Authors:  Jared W Rigoli; Luke A Boralsky; John C Hershberger; Dagmara Marston; Alan R Meis; Ilia A Guzei; Jennifer M Schomaker
Journal:  J Org Chem       Date:  2012-02-14       Impact factor: 4.354

2.  Synthesis of 1,3-diaminated stereotriads via rearrangement of 1,4-diazaspiro[2.2]pentanes.

Authors:  Cale D Weatherly; Jared W Rigoli; Jennifer M Schomaker
Journal:  Org Lett       Date:  2012-03-20       Impact factor: 6.005

3.  Modular functionalization of allenes to aminated stereotriads.

Authors:  Christopher S Adams; Luke A Boralsky; Ilia A Guzei; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2012-06-20       Impact factor: 15.419

4.  Allene functionalization via bicyclic methylene aziridines.

Authors:  Luke A Boralsky; Dagmara Marston; R David Grigg; John C Hershberger; Jennifer M Schomaker
Journal:  Org Lett       Date:  2011-03-25       Impact factor: 6.005

5.  Direct entry to erythronolides via a cyclic bis[allene].

Authors:  Kai Liu; Hiyun Kim; Partha Ghosh; Novruz G Akhmedov; Lawrence J Williams
Journal:  J Am Chem Soc       Date:  2011-09-06       Impact factor: 15.419

6.  Oxidative allene amination for the synthesis of nitrogen-containing heterocycles.

Authors:  Josephine Eshon; Nels C Gerstner; Jennifer M Schomaker
Journal:  ARKIVOC       Date:  2018-11-26       Impact factor: 1.140

7.  A Versatile Room-Temperature Route to Di- and Trisubstituted Allenes Using Flow-Generated Diazo Compounds.

Authors:  Jian-Siang Poh; Duc N Tran; Claudio Battilocchio; Joel M Hawkins; Steven V Ley
Journal:  Angew Chem Int Ed Engl       Date:  2015-05-26       Impact factor: 15.336

8.  Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow-Generated Diazo Compounds and Propargylated Amines.

Authors:  Jian-Siang Poh; Szabolcs Makai; Timo von Keutz; Duc N Tran; Claudio Battilocchio; Patrick Pasau; Steven V Ley
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-11       Impact factor: 15.336

9.  Copper Hydride Catalyzed Enantioselective Synthesis of Axially Chiral 1,3-Disubstituted Allenes.

Authors:  Liela Bayeh-Romero; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2019-08-21       Impact factor: 15.419

  9 in total

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