Literature DB >> 16268543

Cyclohexenones as Michael acceptors in the Staunton-Weinreb annulation: a simple stannane modification for the synthesis of polycyclic systems.

Bryan Hill1, Russell Rodrigo.   

Abstract

[reaction: see text] o-Toluate anions generated via transmetalation from the corresponding tributyl stannane underwent a Michael addition-Dieckmann condensation sequence with various cyclohexenones. This protocol provides an efficient entry into complex polycyclic systems without the use of beta-alkoxy enones hitherto required for the reaction.

Entities:  

Year:  2005        PMID: 16268543     DOI: 10.1021/ol052058u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Methodological Advances Permit the Stereocontrolled Construction of Diverse Fully Synthetic Tetracyclines Containing an All-Carbon Quaternary Center at Position C5a.

Authors:  Peter M Wright; Andrew G Myers
Journal:  Tetrahedron       Date:  2011-12-23       Impact factor: 2.457

2.  A robust platform for the synthesis of new tetracycline antibiotics.

Authors:  Cuixiang Sun; Qiu Wang; Jason D Brubaker; Peter M Wright; Christian D Lerner; Kevin Noson; Mark Charest; Dionicio R Siegel; Yi-Ming Wang; Andrew G Myers
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419

  2 in total

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