Literature DB >> 12762689

Synthesis of 2,5-disubstituted tetrahydrofurans by stereospecific elimination-cyclization of 1-iodomethyl-1,5-bis-epoxides.

James A Marshall1, Harry R Chobanian.   

Abstract

[reaction: see text] Treatment of 1-iodomethyl-1,5-bis-epoxides with zinc in refluxing ethanol affords cis or trans 2-vinyl-5-(1-hydroxyethy)-substituted tetrahydrofurans stereospecifically in high yield.

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Year:  2003        PMID： 12762689     DOI： 10.1021/ol034509l

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


  3 in total

1.  Recent Advances in the Stereoselective Synthesis of Tetrahydrofurans.

Authors:  John P Wolfe; Michael B Hay
Journal:  Tetrahedron       Date:  2007-01-08       Impact factor: 2.457

Review 2.  Epoxide-opening cascades in the synthesis of polycyclic polyether natural products.

Authors:  Ivan Vilotijevic; Timothy F Jamison
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

3.  Isoprenoid Alcohols are Susceptible to Oxidation with Singlet Oxygen and Hydroxyl Radicals.

Authors:  Joanna Komaszylo Née Siedlecka; Magdalena Kania; Marek Masnyk; Piotr Cmoch; Iwona Lozinska; Zbigniew Czarnocki; Karolina Skorupinska-Tudek; Witold Danikiewicz; Ewa Swiezewska
Journal:  Lipids       Date:  2015-12-30       Impact factor: 1.880
  3 in total

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