Recent Developments and Applications of the Chiral Bronsted Acid Catalyzed Allylboration of Carbonyl Compounds

Daniel M. Sedgwick, Matthew N. Grayson, Santos Fustero, Pablo Barrio

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The 50-year-old allylboration reaction has seen dramatic developments since the dawn of the new century after the first catalytic asymmetric versions came into play. In the past decade alone, several methodologies capable of achieving the desired homoallylic alcohols in over 90% ee have been developed. This review focuses on the chiral Bronsted acid catalyzed allylboration reaction, covering everything from the very first examples and precedents to modern day variations and applications. 1 Introduction 2 Early Developments 3 Synthetic Applications 4 Variants 5 Computational Contribution 6 Conclusions.

Original languageEnglish
Pages (from-to)1935-1957
Number of pages23
JournalSynthesis (Germany)
Volume50
Issue number10
Early online date11 Apr 2018
DOIs
Publication statusPublished - 17 May 2018

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Carbonyl compounds
Acids
Alcohols

Keywords

  • allylboration
  • asymmetric synthesis
  • chiral Bronsted acids
  • DFT calculations
  • enantioselective catalysis
  • homoallylic alcohols

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Recent Developments and Applications of the Chiral Bronsted Acid Catalyzed Allylboration of Carbonyl Compounds. / Sedgwick, Daniel M.; Grayson, Matthew N.; Fustero, Santos; Barrio, Pablo.

In: Synthesis (Germany), Vol. 50, No. 10, 17.05.2018, p. 1935-1957.

Research output: Contribution to journalArticle

Sedgwick, Daniel M. ; Grayson, Matthew N. ; Fustero, Santos ; Barrio, Pablo. / Recent Developments and Applications of the Chiral Bronsted Acid Catalyzed Allylboration of Carbonyl Compounds. In: Synthesis (Germany). 2018 ; Vol. 50, No. 10. pp. 1935-1957.
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