Literature DB >> 21687810

A Nature-Inspired Diels-Alder Reaction Facilitates Construction of the Bicyclo[2.2.2]octane Core of Andibenin B.

Jillian E Spangler1, Erik J Sorensen.   

Abstract

A rapid synthesis of the bicyclo[2.2.2]octane core of andibenin B via a nature-inspired intramolecular [4+2] cycloaddition is described. This cycloaddition permits the construction of a sterically congested bicycle and simultaneously establishes three new all-carbon quaternary stereogenic centers in a highly efficient fashion.

Entities:  

Year:  2009        PMID： 21687810      PMCID： PMC3115575          DOI： 10.1016/j.tet.2009.06.063

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  4 in total

1.  Efficient and Facile Glycol Cleavage Oxidation Using Improved Silica Gel-Supported Sodium Metaperiodate.

Authors:  Yong-Li Zhong; Tony K. M. Shing
Journal:  J Org Chem       Date:  1997-04-18       Impact factor: 4.354

2.  The total synthesis of (+/-)-11-O-debenzoyltashironin.

Authors:  Silas P Cook; Alessandra Polara; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2006-12-27       Impact factor: 15.419

3.  An improved protocol for the RuO4-catalyzed dihydroxylation of olefins.

Authors:  Bernd Plietker; Meike Niggemann
Journal:  Org Lett       Date:  2003-09-04       Impact factor: 6.005

4.  Multiple chirality transfers in the enantioselective synthesis of 11-O-debenzoyltashironin. Chiroptical analysis of the key cascade.

Authors:  Alessandra Polara; Silas P Cook; Samuel J Danishefsky
Journal:  Tetrahedron Lett       Date:  2008-10-06       Impact factor: 2.415
  4 in total

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