Glycol Cleavage Reactions

A. W.H. Wong, Tony Kung Ming Shing

Research output: Chapter in Book/Report/Conference proceedingChapter

2 Citations (Scopus)

Abstract

This chapter reviews the development of reagents used for glycol cleavage oxidation reactions of vicinal diols and related functional groups from 1990 to 2012. The reagents are categorized into metallic and nonmetallic reagents. Among the metallic reagents, those involving lead, manganese, ruthenium, and tin elements are versatile. For nonmetallic reagents, periodinane and related compounds are new contenders for the glycol fission reactions. Periodates are still the most popular reagents for the reaction because of their stability, cost, versatility, and efficiency. The applications of glycol cleavage reactions in organic syntheses are also reviewed.

Original languageEnglish
Title of host publicationComprehensive Organic Synthesis
Subtitle of host publicationSecond Edition
PublisherElsevier Ltd.
Pages801-817
Number of pages17
Volume7
ISBN (Print)9780080977430
DOIs
Publication statusPublished - 2014 Feb 1
Externally publishedYes

Fingerprint

Glycols
Fission reactions
Ruthenium
Functional groups
Tin
Manganese
Lead
Oxidation
Costs

Keywords

  • Glycol cleavage
  • Oxidative fission
  • Periodates
  • Vicinal diols

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Wong, A. W. H., & Shing, T. K. M. (2014). Glycol Cleavage Reactions. In Comprehensive Organic Synthesis: Second Edition (Vol. 7, pp. 801-817). Elsevier Ltd.. https://doi.org/10.1016/B978-0-08-097742-3.00731-X

Glycol Cleavage Reactions. / Wong, A. W.H.; Shing, Tony Kung Ming.

Comprehensive Organic Synthesis: Second Edition. Vol. 7 Elsevier Ltd., 2014. p. 801-817.

Research output: Chapter in Book/Report/Conference proceedingChapter

Wong, AWH & Shing, TKM 2014, Glycol Cleavage Reactions. in Comprehensive Organic Synthesis: Second Edition. vol. 7, Elsevier Ltd., pp. 801-817. https://doi.org/10.1016/B978-0-08-097742-3.00731-X
Wong AWH, Shing TKM. Glycol Cleavage Reactions. In Comprehensive Organic Synthesis: Second Edition. Vol. 7. Elsevier Ltd. 2014. p. 801-817 https://doi.org/10.1016/B978-0-08-097742-3.00731-X
Wong, A. W.H. ; Shing, Tony Kung Ming. / Glycol Cleavage Reactions. Comprehensive Organic Synthesis: Second Edition. Vol. 7 Elsevier Ltd., 2014. pp. 801-817
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