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ORGANIC CHEMISTRY

ORGANIC CHEMISTRY. CYCLIC ADDITION DIELS – ALDER REACTION. PROF.DR . NAZ M ATABAY DEPARTMENT OF CHEMISTRY FATIH UNIVERSITY. MSc.student . NABEEL B AZEEZ. OUTLINES. INTRODUCTION THE REACTION REACTION MECHANISM STEREOSELECTIVITY RETROSYNTHETIC ANALYSIS RECENT LITERATURE

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ORGANIC CHEMISTRY

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  1. ORGANIC CHEMISTRY CYCLIC ADDITION DIELS – ALDER REACTION PROF.DR . NAZ M ATABAY DEPARTMENT OF CHEMISTRY FATIH UNIVERSITY MSc.student . NABEEL B AZEEZ

  2. OUTLINES • INTRODUCTION • THE REACTION • REACTION MECHANISM • STEREOSELECTIVITY • RETROSYNTHETIC ANALYSIS • RECENT LITERATURE • REFRENCES

  3. 1950 Kurt Alder Otto Diels Diels-Alder Reaction

  4. INTRODUCTION • diene synthesis has developed into one of the most important working methods in organic chemistry . • The method has also proved valuable in a great many ways in research into the constitution of complex natural products . • formed by diene synthesis are usually stable.

  5. DIELS – ALDER REACTION The reaction is taken place between a conjugated diene and a substituted alkene, commonly termed the dienophile, to form a substituted cyclohexene system conjugateddiene cyclohexene dienophile The Diels–Alder reaction is particularly useful in synthetic organic chemistry as a reliable method for forming 6-membered systems with good control over regio- and stereo chemical properties. The underlying concept has also been applied to other π-systems, such as carbonyls and imines, to furnish the corresponding heterocyclic, known as the hetero-Diels–Alder reaction. Diels–Alder reactions can be reversible under certain conditions; the reverse reaction is known as the retro-Diels–Alder reaction.

  6. THE MECHANISM A conjugated diene reacts with a double-bonded dienophile

  7. THE MECHANISM Normally, dienes are electron-rich; dienophiles are electron-poor

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