Heliyon (Jan 2024)

Steglich esterification: A versatile synthetic approach toward the synthesis of natural products, their analogues/derivatives

  • Saba Munawar,
  • Ameer Fawad Zahoor,
  • Syed Makhdoom Hussain,
  • Sajjad Ahmad,
  • Asim Mansha,
  • Bushra Parveen,
  • Kulsoom Ghulam Ali,
  • Ahmad Irfan

Journal volume & issue
Vol. 10, no. 1
p. e23416

Abstract

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The exploitation of natural products and their analogues in the field of pharmacology has been regarded as of great importance. It can be attributed to the fact that these scaffolds exhibit diverse chemical properties, distinct biological activities and zenith specificity in their biochemical processes, enabling them to act as favorable structures for lead compounds. The synthesis of natural products has been a crafty and hard-to-achieve task. Steglich esterification reaction has played a significant role in that area. It is a mild and efficient technique for constructing ester linkages. This technique involves the establishment of ester moiety via a carbodiimide-based condensation of a carboxylic acid with an alcohol, thiol or an amine catalyzed by dimethyl aminopyridine (DMAP). Specifically, labile reagents with multiple reactive sites are esterified efficiently with the classical and modified Steglich esterification conditions, which accounts for their synthetic utility. This review encloses the performance of the Steglich esterification reaction in forging the ester linkage for executing the total synthesis of natural products and their derivatives since 2018.