Literature DB >> 25560882

Diastereoselective 1,3-dipolar cycloaddition of nitrones to donor-acceptor cyclopropanes catalyzed by a calcium(II) complex.

Caroline M Braun1, Elizabeth A Congdon, Kristine A Nolin.   

Abstract

Calcium triflate has been identified as an efficient catalyst for the cycloaddition of nitrones to donor-acceptor cyclopropanes. The reaction proceeds with good to excellent yields of the corresponding tetrahydro-1,2-oxazines with high levels of diastereoselectivity. The generality of the reaction allowed for the synthesis of tetrahydro-1,2-oxazines bearing alkyl, aryl, and heteroaromatic substitution.

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Year:  2015        PMID: 25560882     DOI: 10.1021/jo502686t

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


  1 in total

1.  Enantioselective (8+3) Cycloadditions by Activation of Donor-Acceptor Cyclopropanes Employing Chiral Brønsted Base Catalysis.

Authors:  David A McLeod; Mathias Kirk Thøgersen; Casper Larsen Barløse; Mette Louise Skipper; Erlaitz Basabe Obregón; Karl Anker Jørgensen
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-31       Impact factor: 16.823

  1 in total

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