Metal-catalyzed acyl transfer reactions of enol esters: Role of Y5(OiPr)13O and (thd)2Y(OiPr) as transesterification catalysts

Mei Huey Lin, T. V. RajanBabu

Research output: Contribution to journalArticle

60 Citations (Scopus)

Abstract

(equation presented) Primary and secondary alcohols react with vinyl or isopropenyl acetate at room temperature in the presence of catalytic amounts (0.05-1 mol %) of Y5(OiPr)13O to give the corresponding esters. In selected cases, the yttrium catalyst promotes the selective O-acylation of amino alcohols without the formation of the amide. Enol esters also react with α-amino acid esters in the absence of a catalyst, at room temperature, to give the corresponding amides.

Original languageEnglish
Pages (from-to)997-1000
Number of pages4
JournalOrganic Letters
Volume2
Issue number7
Publication statusPublished - 2000 Apr 6

Fingerprint

Transesterification
esters
Esters
Metals
catalysts
Amides
amides
Catalysts
alcohols
metals
Amino Alcohols
Yttrium
acylation
Acylation
Temperature
room temperature
yttrium
amino acids
acetates
Alcohols

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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Metal-catalyzed acyl transfer reactions of enol esters : Role of Y5(OiPr)13O and (thd)2Y(OiPr) as transesterification catalysts. / Lin, Mei Huey; RajanBabu, T. V.

In: Organic Letters, Vol. 2, No. 7, 06.04.2000, p. 997-1000.

Research output: Contribution to journalArticle

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AU - RajanBabu, T. V.

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N2 - (equation presented) Primary and secondary alcohols react with vinyl or isopropenyl acetate at room temperature in the presence of catalytic amounts (0.05-1 mol %) of Y5(OiPr)13O to give the corresponding esters. In selected cases, the yttrium catalyst promotes the selective O-acylation of amino alcohols without the formation of the amide. Enol esters also react with α-amino acid esters in the absence of a catalyst, at room temperature, to give the corresponding amides.

AB - (equation presented) Primary and secondary alcohols react with vinyl or isopropenyl acetate at room temperature in the presence of catalytic amounts (0.05-1 mol %) of Y5(OiPr)13O to give the corresponding esters. In selected cases, the yttrium catalyst promotes the selective O-acylation of amino alcohols without the formation of the amide. Enol esters also react with α-amino acid esters in the absence of a catalyst, at room temperature, to give the corresponding amides.

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