Development of Organic Transformations Based on Protodeboronation

Chun Young Lee, Cheol-Hong Cheon

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

Although protodeboronation has been considered as an uncontrollable side reaction in metal-catalyzed cross-coupling and/or a decomposition pathway of unstable organoboron compounds, the synthetic organic community has not recognized the importance of protodeboronation and the underlying mechanism, and thus few organic transformations have been developed based on the protodeboronation of organoboron compounds until recently. However, recently the synthetic community has started to understand the reactionmechanism and reaction parameters for protodeboronation, which enabled us to develop methods in which carbon-boron bonds in organoboron compounds can be converted into carbon-hydrogen bonds under mild conditions. Based on this finding several synthetic protocols have been developed recently. In this chapter, recent progress in the development of novel organic transformations based on protodeboronation will be described.

Original languageEnglish
Title of host publicationBoron Reagents in Synthesis
PublisherAmerican Chemical Society
Pages483-523
Number of pages41
Volume1236
ISBN (Electronic)9780841231832
DOIs
Publication statusPublished - 2016

Publication series

NameACS Symposium Series
Volume1236
ISSN (Print)00976156
ISSN (Electronic)19475918

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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  • Cite this

    Lee, C. Y., & Cheon, C-H. (2016). Development of Organic Transformations Based on Protodeboronation. In Boron Reagents in Synthesis (Vol. 1236, pp. 483-523). (ACS Symposium Series; Vol. 1236). American Chemical Society. https://doi.org/10.1021/bk-2016-1236.ch015