Literature DB >> 15932184

2-Ene-1,4-diols by dimerization of terminal epoxides using hindered lithium amides.

David M Hodgson1, Christopher D Bray, Nicholas D Kindon.   

Abstract

[reaction: see text] Reaction of hindered lithium amides with readily available (enantiopure) terminal epoxides gives 2-ene-1,4-diols via carbenoid dimerization of the corresponding alpha-lithiated epoxides. D-Mannitol and D-iditol were synthesized using this method in three steps from (S)-tritylglycidyl ether.

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Year:  2005        PMID： 15932184     DOI： 10.1021/ol050402h

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


  3 in total

Review 1.  Recent developments in the synthesis of regioregular thiophene-based conjugated polymers for electronic and optoelectronic applications using nickel and palladium-based catalytic systems.

Authors:  Bibi Amna; Humaira Masood Siddiqi; Abbas Hassan; Turan Ozturk
Journal:  RSC Adv       Date:  2020-01-27       Impact factor: 4.036

2.  Alkenes from β-lithiooxyphosphonium ylides generated by trapping α-lithiated terminal epoxides with triphenylphosphine.

Authors:  David M Hodgson; Rosanne S D Persaud
Journal:  Beilstein J Org Chem       Date:  2012-11-07       Impact factor: 2.883

3.  Facile synthesis of cyclopentenone B1- and L1-type phytoprostanes.

Authors:  Alexandre Guy; Séamus Flanagan; Thierry Durand; Camille Oger; Jean-Marie Galano
Journal:  Front Chem       Date:  2015-07-09       Impact factor: 5.221
  3 in total

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