Literature DB >> 15787552

Ketyl-allene cyclizations promoted by samarium(II) iodide.

Gary A Molander1, Elizabeth Pollina Cormier.   

Abstract

[reaction: see text] Samarium(II) iodide has proven to be an effective reagent for intramolecular reductive coupling reactions. Previous investigations of intramolecular ketyl-olefin coupling reactions provided carbocycles in excellent yield and good diastereoselectivity. This method has been extended to ketyl cyclizations with allenes. Substrates leading to both carbocycles and heterocycles in a selective manner are explored.

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Year:  2005        PMID： 15787552     DOI： 10.1021/jo047887s

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  4 in total

1.  Synthesis and Evaluation of Radiolabeled Phosphoramide Mustard with Selectivity for Hypoxic Cancer Cells.

Authors:  Wenting Zhang; Wei Fan; Zhengyuan Zhou; Jered Garrison
Journal:  ACS Med Chem Lett       Date:  2017-10-23       Impact factor: 4.345

2.  Highly functionalized donor-acceptor cyclopropanes applied toward the synthesis of the Melodinus alkaloids.

Authors:  Alexander F G Goldberg; Robert A Craig; Nicholas R O'Connor; Brian M Stoltz
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

3.  Construction of bicyclic ring systems via a transannular SmI2-mediated ketone-olefin cyclization strategy.

Authors:  Gary A Molander; Barbara Czakó; Michael Rheam
Journal:  J Org Chem       Date:  2007-02-02       Impact factor: 4.354

Review 4.  Samarium(ii) iodide-mediated reactions applied to natural product total synthesis.

Authors:  Majid M Heravi; Azadeh Nazari
Journal:  RSC Adv       Date:  2022-03-30       Impact factor: 3.361
  4 in total

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