Acid- and base-stable esters: A new protecting group for carboxylic acids

Michio Kurosu, Kallolmay Biswas, Prabagaran Narayanasamy, Dean C. Crick

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

An acid- and base-stable protecting group for carboxylic acids is described. The esters of (2,6-dichloro-4-methoxyphenyl)(2,4-dichlorophenyl) methanol are stable to Bransted and Lewis acids, Brønsted bases, and a wide variety of nucleophiles; however, the esters can be conveniently deprotected by a solvolytic displacement reaction with 20% trifluoroacetic acid.

Original languageEnglish (US)
Pages (from-to)2513-2516
Number of pages4
JournalSynthesis
Issue number16
DOIs
StatePublished - Aug 16 2007

Fingerprint

Carboxylic Acids
Carboxylic acids
Esters
Trifluoroacetic acid
Trifluoroacetic Acid
Lewis Acids
Nucleophiles
Acids
Methanol

Keywords

  • Acid-stable ester
  • Base-stable ester
  • Carboxylic acid protecting group
  • Chlorodiphenylmethyl esters

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Acid- and base-stable esters : A new protecting group for carboxylic acids. / Kurosu, Michio; Biswas, Kallolmay; Narayanasamy, Prabagaran; Crick, Dean C.

In: Synthesis, No. 16, 16.08.2007, p. 2513-2516.

Research output: Contribution to journalArticle

Kurosu, Michio ; Biswas, Kallolmay ; Narayanasamy, Prabagaran ; Crick, Dean C. / Acid- and base-stable esters : A new protecting group for carboxylic acids. In: Synthesis. 2007 ; No. 16. pp. 2513-2516.
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