Triple Diels-Alder Cascades: Development and Application

Project: Research project (funded)Research

Project Details

Description

Triple Diels-Alder Cascades: Development and Application

Layman's description

The development of new synthetic methodology with widespread utility - and its application to prepare compounds of academic and industrial interest

Key findings

1. Further studies of the triple Diels-Alder cascade were carried out.

2. Simple cyclisation reactions were developed to prepare a range of heterocyclic systems (invited paper in Heterocycles).

3. Direct imine acylation (DIA) was developed and applied to prepare a range of heterocycles and the bioactive natural product Evodiamine (paper in Organic Letters).

4. Direct imine acylation (DIA) was applied to complete the first synthesis of the bioactive natural product 'Upenamide and cast doubt on its published structure Evodiamine (paper in Organic Letters).

5. The first synthesis of the bioactive natural product Dievodiamine was developed using an unprecedented organometallic addition process (paper in Organic Letters).

6. The first synthesis of the bioactive extremophile-derived natural product Spriobacillene A was developed using an unprecedented alkyne spirocyclisation process (paper in Organic Letters).

7. The scope of Direct imine acylation (DIA) was dramatically extended and applied to prepare a range of heterocyclic scaffolds (paper submitted).

8. The above advances were widely disseminated to academic and industrial audiences in conference presentations, invited lectures and posters.

9. The PDRA (Dr Will Unsworth) was subsequently employed as a Teaching / Research Fellow at the University of York.



AcronymTDAC
StatusFinished
Effective start/end date1/04/1031/03/13

Funding

  • EPSRC: £297,057.00