Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone

Igor V. Alabugin; Leah Kuhn; Michael G. Medvedev; Nikolai V. Krivoshchapov; Vera A. Vil’; Ivan A. Yaremenko; Patricia Mehaffy; Meysam Yarie; Alexander O. Terent’ev; Mohammad Ali Zolfigol

doi:10.1039/d1cs00386k

journal article Jan 01, 2021

Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone

Igor V. Alabugin

Leah Kuhn

Michael G. Medvedev

Nikolai V. Krivoshchapov

Vera A. Vil’

Ivan A. Yaremenko

Patricia Mehaffy Meysam Yarie

Alexander O. Terent’ev

Mohammad Ali Zolfigol

Chemical Society Reviews Vol. 50 No. 18 pp. 10253-10345 · Royal Society of Chemistry (RSC)

View at Publisher Save 10.1039/d1cs00386k

Abstract

The chameleonic properties of oxygen accounts for the diverse reactivity of O-functionalities and their profound role in organic synthesis.

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Details

Published: Jan 01, 2021
Vol/Issue: 50(18)
Pages: 10253-10345
License: View

Authors

I

Igor V. Alabugin

Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306, USA

L

Leah Kuhn

Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306, USA

M

Michael G. Medvedev

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation; A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., 119991 Moscow, Russian Federation

N

Nikolai V. Krivoshchapov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation; Lomonosov Moscow State University, Leninskie Gory 1 (3), Moscow, 119991, Russian Federation

V

Vera A. Vil’

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation

I

Ivan A. Yaremenko

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation

P

Patricia Mehaffy

Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306, USA

M

Meysam Yarie

Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan 65167, Iran

A

Alexander O. Terent’ev

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation

M

Mohammad Ali Zolfigol

Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan 65167, Iran

Funding

Russian Science Foundation Award: 17-13-01526

Division of Chemistry Award: CHE-1800329

Ministry of Science and Higher Education of the Russian Federation

Cite This Article

Igor V. Alabugin, Leah Kuhn, Michael G. Medvedev, et al. (2021). Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone. Chemical Society Reviews, 50(18), 10253-10345. https://doi.org/10.1039/d1cs00386k

Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone

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