Literature DB >> 22256853

Direct catalytic azidation of allylic alcohols.

Magnus Rueping1, Carlos Vila, Uxue Uria.   

Abstract

A direct catalytic azidation of primary, secondary, and tertiary allylic alcohols has been developed. This new azidation reaction affords the corresponding allylic azides in high to excellent yields and regioselectivities. The reaction provides straightforward access to allylic azides that are valuable intermediates in organic synthesis, including the preparation of primary amines or 1,2,3-triazole derivatives.
© 2012 American Chemical Society

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Year:  2012        PMID: 22256853     DOI: 10.1021/ol203310h

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


  5 in total

Review 1.  Allylic azides: synthesis, reactivity, and the Winstein rearrangement.

Authors:  Angela S Carlson; Joseph J Topczewski
Journal:  Org Biomol Chem       Date:  2019-05-08       Impact factor: 3.876

2.  A Cascade Reaction of Cinnamyl Azides with Acrylates Directly Generates Tetrahydro-Pyrrolo-Pyrazole Heterocycles.

Authors:  Angela S Carlson; En-Chih Liu; Joseph J Topczewski
Journal:  J Org Chem       Date:  2020-04-20       Impact factor: 4.354

3.  Enantioselective, Stereodivergent Hydroazidation and Hydroamination of Allenes Catalyzed by Acyclic Diaminocarbene (ADC) Gold(I) Complexes.

Authors:  Dimitri A Khrakovsky; Chuanzhou Tao; Miles W Johnson; Richard T Thornbury; Sophia L Shevick; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-20       Impact factor: 15.336

Review 4.  Metal-Catalysed Azidation of Organic Molecules.

Authors:  Monalisa Goswami; Bas de Bruin
Journal:  European J Org Chem       Date:  2016-12-22

5.  B(C6F5)3 catalyzed direct nucleophilic substitution of benzylic alcohols: an effective method of constructing C-O, C-S and C-C bonds from benzylic alcohols.

Authors:  Shan-Shui Meng; Qian Wang; Gong-Bin Huang; Li-Rong Lin; Jun-Ling Zhao; Albert S C Chan
Journal:  RSC Adv       Date:  2018-09-03       Impact factor: 3.361

  5 in total

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