Literature DB >> 21999462

Tandem cycloaddition reactions of allenyl diazo compounds forming triquinanes via trimethylenemethane diyls.

Taek Kang1, Won-Yeob Kim, Yeokwon Yoon, Byung Gyu Kim, Hee-Yoon Lee.   

Abstract

A tandem reaction strategy for forming triquinanes from linear allenyl diazo compounds through an intramolecular 1,3-dipolar cycloaddition reaction of an allenyl diazo group that generates a trimethylenemethane (TMM) diyl followed by an intramolecular [2 + 3] TMM diyl cycloaddition reaction has been developed. The new tandem cycloaddition reaction is readily applicable to the synthesis of complex molecules with high versatility and efficiency.

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Year:  2011        PMID： 21999462     DOI： 10.1021/ja207591e

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  4 in total

Review 1.  Synthetic Strategies toward Natural Products Containing Contiguous Stereogenic Quaternary Carbon Atoms.

Authors:  Martin Büschleb; Stéphane Dorich; Stephen Hanessian; Daniel Tao; Kyle B Schenthal; Larry E Overman
Journal:  Angew Chem Int Ed Engl       Date:  2016-02-02       Impact factor: 15.336

2.  Structural complexity through multicomponent cycloaddition cascades enabled by dual-purpose, reactivity regenerating 1,2,3-triene equivalents.

Authors:  Paul A Wender; Dennis N Fournogerakis; Matthew S Jeffreys; Ryan V Quiroz; Fuyuhiko Inagaki; Magnus Pfaffenbach
Journal:  Nat Chem       Date:  2014-04-13       Impact factor: 24.427

3.  Effective synthesis of bicyclodienes via palladium-catalyzed asymmetric allylic alkylation and ruthenium-catalyzed cycloisomerization.

Authors:  Nizam Havare
Journal:  Turk J Chem       Date:  2020-12-16       Impact factor: 1.239

Review 4.  All-carbon [3 + 2] cycloaddition in natural product synthesis.

Authors:  Zhuo Wang; Junyang Liu
Journal:  Beilstein J Org Chem       Date:  2020-12-09       Impact factor: 2.883
  4 in total

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