Literature DB >> 12785768

Novel rhodium-catalyzed cycloisomerization of 1,6-enynes with an intramolecular halogen shift.

Xiaofeng Tong1, Zhaoguo Zhang, Xumu Zhang.   

Abstract

A new Rh-catalyzed 1,6-enyne cycloisomerization process with a pi-allyl rhodium species as the key intermediate is investigated. A halogen shift happened in this novel process. The synthesis of stereodefined alpha-halomethylene gamma-butyrolactones has been achieved using the readily accessible Rh catalysts.

Entities:  

Year:  2003        PMID: 12785768     DOI: 10.1021/ja034096j

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


  3 in total

1.  Halocarbocyclization entry into the oxabicyclo[4.3.1]decyl exomethylene-δ-lactone cores of linearifolin and zaluzanin A: exploiting combinatorial catalysis.

Authors:  Sandeep K Ginotra; Jacob A Friest; David B Berkowitz
Journal:  Org Lett       Date:  2012-02-08       Impact factor: 6.005

2.  Enantioselective cyclization of enamide-ynes and application to the synthesis of the kopsifoline core.

Authors:  Britton K Corkey; Stephen T Heller; Yi-Ming Wang; F Dean Toste
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

3.  A thiocyanopalladation/carbocyclization transformation identified through enzymatic screening: stereocontrolled tandem C-SCN and C-C bond formation.

Authors:  G Malik; R A Swyka; V K Tiwari; X Fei; G A Applegate; D B Berkowitz
Journal:  Chem Sci       Date:  2017-10-03       Impact factor: 9.825

  3 in total

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