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ORGANIC CHEMISTRY

Learn about the significance, mechanism, and applications of the Diels–Alder reaction in organic synthesis. Explore stereochemistry, retrosynthetic analysis, recent literature, and references provided by Prof. Dr. Naz M. Atabay from Fatih University. The reaction, discovered by Kurt Alder and Otto Diels in 1950, plays a crucial role in diene synthesis and the construction of complex natural products. Discover how this versatile method is utilized for the formation of stable cyclohexene systems in synthetic organic chemistry. Unravel the regio- and stereochemical properties controlled by the Diels–Alder reaction and its reversible nature, including the retro-Diels–Alder reaction. For a detailed understanding, access the complete presentation on PowerShow.com.

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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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