Diol-Ritter Reaction: Regio- and Stereoselective Synthesis of Protected Vicinal Aminoalcohols and Mechanistic Aspects of Diol Monoester Disproportionation-Reference-Cited by-同舟云学术

Diol-Ritter Reaction: Regio- and Stereoselective Synthesis of Protected Vicinal Aminoalcohols and Mechanistic Aspects of Diol Monoester Disproportionation

Published:2021-09-28 Issue: Volume: Page:
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Ondari Mark E.¹^ORCID,Klosin Jerzy²^ORCID,Kruper William R.¹,Lysenko Ivan³,Thomas Pulikkottil J.³,Cheng Kevin³,Abboud Khalil A.⁴,Kruper William J.³^ORCID

Affiliation:

1. Corteva Agriscience, 1710 Building, Midland, Michigan 48674, United States

2. Corporate R&D, The Dow Chemical Company, 1776 Building, Midland, Michigan 48674, United States

3. Michigan State University, St Andrews, Midland, Michigan 48674, United States

4. Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.1c01475

Reference52 articles.

1. Mechanistic and Synthetic Implications of the Diol-Ritter Reaction: Unexpected Yet Reversible Pathways in the Regioselective Synthesis of Vicinal-Aminoalcohols

2. Glycerin as a Renewable Feedstock for Epichlorohydrin Production. The GTE Process

3. Vicinal diol cyclic sulfates. Like epoxides only more reactive

4. 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.

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

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