Stereocontrolled Ring-Opening of a Hindered Sulfamidate with Nitrogen-Containing Aromatic Heterocycles: Synthesis of Chiral Quaternary Imidazole Derivatives-Reference-Cited by-同舟云学术

Stereocontrolled Ring-Opening of a Hindered Sulfamidate with Nitrogen-Containing Aromatic Heterocycles: Synthesis of Chiral Quaternary Imidazole Derivatives

Published:2011-04-28 Issue:10 Volume:76 Page:4034-4042
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Mata Lara¹,Jiménez-Osés Gonzalo²,Avenoza Alberto¹,Busto Jesús H.¹,Peregrina Jesús M.¹

Affiliation:

1. Departamento de Química, Universidad de La Rioja, Centro de Investigación en Síntesis Química, UA-CSIC, E-26006 Logroño, Spain

2. Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095-1569, United States

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo200479y

Reference104 articles.

1. Synthesis and reactivity of cyclic sulfamidites and sulfamidates

2. New Uses for the Burgess Reagent in Chemical Synthesis: Methods for the Facile and Stereoselective Formation of Sulfamidates, Glycosylamines, and Sulfamides

3. A Novel Regio- and Stereoselective Synthesis of Sulfamidates from 1,2-Diols Using Burgess and Related Reagents: A Facile Entry into β-Amino Alcohols We thank Professor K. Barry Sharpless for the gracious donation of several of the starting diol substrates. We also thank Drs. D. H. Huang, G. Suizdak, and R. Chadja for NMR spectroscopic, mass spectrometric, and X-ray crystallographic assistance, respectively. Financial support for this work was provided by The Skaggs Institute for Chemical Biology, predoctoral fellowships from the National Science Foundation and Pfizer (S.A.S.), a postdoctoral fellowship from The Skaggs Institute for Chemical Biology (X.H.), and grants from American Biosciences, Amgen, Array Biopharma, Boehringer-Ingelheim, Glaxo, Hoffman-LaRoche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.

4. Cyclic Sulfamidates as Vehicles for the Synthesis of Substituted Lactams

5. 1,2-Cyclic Sulfamidates as Versatile Precursors to Thiomorpholines and Piperazines

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