Morita–Baylis–Hillman (MBH) Reaction Derived Nitroallylic Alcohols, Acetates and Amines as Synthons in Organocatalysis and Heterocycle Synthesis

Wan Yun Huang, Shaik Anwar, Kwunmin Chen

Research output: Contribution to journalReview article

16 Citations (Scopus)

Abstract

The Morita–Baylis–Hillman (MBH) reaction is one of the most useful and efficient protocols for constructing new carbon–carbon bonds between an activated olefin and electrophiles in the presence of a tertiary amine/phosphine. Herein, we present the use of MBH alcohols, which are obtained from the reaction of nitrostyrenes with aldehydes, as well as acetates and amines derived thereof in several organocatalytic transformations. Densely functionalised MBH adducts can also be used to synthesise substituted heteroaromatic compounds, such as furan, pyrrole, pyrazole and imidazole derivatives.

Original languageEnglish
Pages (from-to)363-381
Number of pages19
JournalChemical Record
Volume17
Issue number3
DOIs
Publication statusPublished - 2017 Mar 1

Fingerprint

phosphine
Amines
Acetates
Alcohols
Pyrroles
Alkenes
Aldehydes
Olefins
Derivatives
imidazole
pyrazole
furan

Keywords

  • asymmetric synthesis
  • heterocycles
  • nitroallylic alcohols
  • organocatalysis
  • sequential reaction

ASJC Scopus subject areas

  • Chemistry(all)
  • Biochemistry
  • Chemical Engineering(all)
  • Materials Chemistry

Cite this

Morita–Baylis–Hillman (MBH) Reaction Derived Nitroallylic Alcohols, Acetates and Amines as Synthons in Organocatalysis and Heterocycle Synthesis. / Huang, Wan Yun; Anwar, Shaik; Chen, Kwunmin.

In: Chemical Record, Vol. 17, No. 3, 01.03.2017, p. 363-381.

Research output: Contribution to journalReview article

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