Lecture3 - 282 Thermodynamic vs Kinetic Control Diels-Alder...

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282 Lecture 3 – September 14, 2011 Thermodynamic vs Kinetic Control Diels-Alder Reaction
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Thermodynamic vs Kinetic control v the 1,4-addition product is not always the thermodynamic product
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3 The Diels-Alder Reaction v creates two new carbon-carbon bonds v Otto Diels and Kurt Alder shared the nobel prize in chemistry in 1950 v in a Diels-Alder reaction, a conjugated diene reacts with a compound containing a carbon-carbon double bond (dienophile) v Diels-Alder reaction is v a concerted reaction : the addition of the electrophile and the nucleophile occurs in a single step v a [4+2] cycloaddition reaction which converts two π bonds into two σ bonds
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The Diels-Alder Reaction
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5 The Diels-Alder Reaction - reactivity of dienophile - v the reactivity of the dienophile is increased if one or more electron- withdrawing groups are attached to its sp 2 carbons
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The Diels-Alder Reaction - examples -
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This note was uploaded on 09/25/2011 for the course CHEM 282 taught by Professor Nabylmerbouh during the Spring '10 term at Simon Fraser.

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Lecture3 - 282 Thermodynamic vs Kinetic Control Diels-Alder...

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