ABACCR

Asymmetric Brønsted Acid Catalysed Cyclisation Reactions

 Coordinatore THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF OXFORD 

 Organization address address: University Offices, Wellington Square
city: OXFORD
postcode: OX1 2JD

contact info
Titolo: Ms.
Nome: Linda
Cognome: Polik
Email: send email
Telefono: +44 186 528 9811
Fax: +44 186 528 9801

 Nazionalità Coordinatore United Kingdom [UK]
 Totale costo 178˙515 €
 EC contributo 178˙515 €
 Programma FP7-PEOPLE
Specific programme "People" implementing the Seventh Framework Programme of the European Community for research, technological development and demonstration activities (2007 to 2013)
 Code Call FP7-PEOPLE-IIF-2008
 Funding Scheme MC-IIF
 Anno di inizio 2009
 Periodo (anno-mese-giorno) 2009-09-15   -   2011-09-14

 Partecipanti

# participant  country  role  EC contrib. [€] 
1    THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF OXFORD

 Organization address address: University Offices, Wellington Square
city: OXFORD
postcode: OX1 2JD

contact info
Titolo: Ms.
Nome: Linda
Cognome: Polik
Email: send email
Telefono: +44 186 528 9811
Fax: +44 186 528 9801

UK (OXFORD) coordinator 178˙515.70

Mappa


 Word cloud

Esplora la "nuvola delle parole (Word Cloud) per avere un'idea di massima del progetto.

iminium    ion    keto    organic    amide    catalytic    acid    physical    acyl    synthesis       nucleophile    reactions    enantioselective    chiral    pi    conjugate    br    material    chemistry    starting    asymmetric    carbon    fellowship    cyclisation    wish    base    nsted    oslash   

 Obiettivo del progetto (Objective)

'We wish to develop new asymmetric Brønsted acid catalysed cyclisation reactions that will allow the efficient and highly enantioselective construction of azabicyclic structures from readily available starting materials. This will constitute a new, powerful and broadly applicable organocatalytic asymmetric strategy to such target molecules. Conceptually our proposal is to exploit the high reactivity of N-acyl iminium ions in cyclisation reactions within the asymmetric environment of an associated conjugate base of a chiral Brønsted acid (HA*). For enantioselective N-acyl iminium ion cyclisations, a keto amide starting material with a suitable pi-nucleophile attached to the nitrogen atom of the amide is required. The reaction is technically trivial to perform; a solution of the keto amide starting material is treated with a catalytic quantity of an ‘effective’ chiral Brønsted acid. Loss of water should result in the formation of an N-acyl iminium ion, which, in a low polarity solvent, should be (tight) ion paired with the chiral conjugate base of the Brønsted acid. Provided there is sufficient ordering and effective facial differentiation in the ion pair, attack of the pendant pi-nucleophile will give rise to enantioselectivity in the (irreversible) cyclisation step. During the course of the Fellowship, through physical organic chemistry techniques and molecular modelling calculations we would like to elucidate the mechanistic pathway and origins of stereocontrol in the new catalytic asymmetric methods we are developing. Finally we wish to apply the developed chemistry as a key carbon-carbon bond forming step in the total asymmetric synthesis of an indole alkaloid natural product. Therefore this multidisciplinary Fellowship project will involve the development of innovative asymmetric organic methods, physical organic chemistry, computational chemistry and target synthesis.'

Altri progetti dello stesso programma (FP7-PEOPLE)

MUSC ADAP XRCS (2012)

Mechanisms of skeletal muscle adaptation to exercise and their implications in health and disease

Read More  

KIDDS (2015)

Kinematic Identification of Developmental Disorders

Read More  

QUESTFORMD (2010)

Quantitative functional assessment of gene therapeutics for Muscular Dystrophy

Read More