Literature DB >> 25875156

Diversity-Oriented Approaches to Polycyclics and Bioinspired Molecules via the Diels-Alder Strategy: Green Chemistry, Synthetic Economy, and Beyond.

Sambasivarao Kotha1, Arjun S Chavan1, Deepti Goyal1.   

Abstract

We describe diverse approaches to various dienes and their utilization in the Diels-Alder reaction to produce a variety of polycycles. The dienes covered here are prepared by simple alkylation reaction or via the Claisen rearrangement or by enyne metathesis of alkyne or enyne building blocks. Here, we have also included the Diels-Alder chemistry of dendralenes, a higher analog of cross-conjugated dienes. The present article is inclusive of o-xylylene derivatives that are generated in situ starting with benzosultine or benzosulfone derivatives. The Diels-Alder reaction of these dienes with various dienophiles gave diverse polycyclic systems and biologically important targets.

Entities:  

Keywords:  Diels−Alder reaction; amino acids; dienes; diversity-oriented synthesis; green chemistry; polycyclics

Mesh:

Substances:

Year:  2015        PMID: 25875156     DOI: 10.1021/co500146u

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN: 2156-8944            Impact factor:   3.784


  4 in total

1.  Spiro annulation of cage polycycles via Grignard reaction and ring-closing metathesis as key steps.

Authors:  Sambasivarao Kotha; Mohammad Saifuddin; Rashid Ali; Gaddamedi Sreevani
Journal:  Beilstein J Org Chem       Date:  2015-08-05       Impact factor: 2.883

2.  Design and synthesis of propellane derivatives and oxa-bowls via ring-rearrangement metathesis as a key step.

Authors:  Sambasivarao Kotha; Rama Gunta
Journal:  Beilstein J Org Chem       Date:  2015-09-24       Impact factor: 2.883

3.  Synthetic Approach to the ABCD Ring System of Anticancer Agent Fredericamycin A via Claisen Rearrangement and Ring-Closing Metathesis as Key Steps.

Authors:  Sambasivarao Kotha; Subba Rao Cheekatla; Ambareen Fatma
Journal:  ACS Omega       Date:  2019-10-14

Review 4.  Diversity-Oriented Approaches to Polycycles and Heterocycles via Enyne Metathesis and Diels-Alder Reaction as Key Steps.

Authors:  Sambasivarao Kotha; Arjun S Chavan; Deepti Goyal
Journal:  ACS Omega       Date:  2019-12-16
  4 in total

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