Jump to main content
Jump to site search

Issue 14, 2018
Previous Article Next Article

A distinctive transformation based diversity oriented synthesis of small ring carbocycles and heterocycles from biocatalytically derived enantiopure α-substituted-β-hydroxyesters

Author affiliations

Abstract

A series of structurally novel small ring carbocyclic and heterocyclic molecules were accessed in an enantiopure fashion. The starting materials, α-substituted-β-hydroxyesters, were achieved through the biocatalytic dynamic kinetic resolution of parent β-ketoesters in an excellent enantio and diastereocontrolled way. The active functional groups present in the starting precursor, were then tuned sequentially through certain key transformations (functional group interconversions; FGIs) to yield several small molecular scaffolds in a diverse way. Specific transformations such as halocyclization, ene–yne metathesis, dipolar cycloaddition, Mitsunobu cyclization, ring closing metathesis and Pauson–Khand reactions were mainly applied to generate the diversity.

Graphical abstract: A distinctive transformation based diversity oriented synthesis of small ring carbocycles and heterocycles from biocatalytically derived enantiopure α-substituted-β-hydroxyesters

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Jan 2018, accepted on 05 Mar 2018 and first published on 05 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00233A
Citation: Org. Biomol. Chem., 2018,16, 2549-2575
  •   Request permissions

    A distinctive transformation based diversity oriented synthesis of small ring carbocycles and heterocycles from biocatalytically derived enantiopure α-substituted-β-hydroxyesters

    J. Halder, D. Das and S. Nanda, Org. Biomol. Chem., 2018, 16, 2549
    DOI: 10.1039/C8OB00233A

Search articles by author

Spotlight

Advertisements