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- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_II_(Morsch_et_al.)/14%3A_Conjugated_Compounds_and_Ultraviolet_Spectroscopy/14.04%3A_The_Diels-Alder_Cycloaddition_ReactionIn the Diels-Alder reaction, a conjugated diene, simply referred to as the diene, reacts with a double or triple bond co-reactant called the dienophile, because it combines with (has an affinity for) ...In the Diels-Alder reaction, a conjugated diene, simply referred to as the diene, reacts with a double or triple bond co-reactant called the dienophile, because it combines with (has an affinity for) the diene. The mechanism occurs through a cyclic transition state in which there is head-on overlap of two p orbitals on carbons 1 and 4 of the diene with the two p orbitals from the alkene of the dienophile to form two new sigma bonds in the cyclohexene product.
- https://chem.libretexts.org/Courses/can/CHEM_232_-_Organic_Chemistry_II_(Puenzo)/15%3A_Orbitals_and_Organic_Chemistry_-_Pericyclic_Reactions/15.06%3A_Cycloaddition_ReactionsA concerted combination of two π-electron systems to form a ring of atoms having two new σ bonds and two fewer π bonds is called a cycloaddition reaction. The number of participating π-electrons in ea...A concerted combination of two π-electron systems to form a ring of atoms having two new σ bonds and two fewer π bonds is called a cycloaddition reaction. The number of participating π-electrons in each component is given in brackets preceding the name of the reaction. The Diels-Alder reaction is the most useful cycloaddition reaction due to the ubiquity of 6-membered rings and its ability to reliably control stereochemistry in the product.
- https://chem.libretexts.org/Courses/Smith_College/CHM_223_Chemistry_III%3A_Organic_Chemistry_(2024)/08%3A_Conjugated_Compounds_and_Ultraviolet_Spectroscopy/8.05%3A_The_Diels-Alder_Cycloaddition_ReactionIn the Diels-Alder reaction, a conjugated diene, simply referred to as the diene, reacts with a double or triple bond co-reactant called the dienophile, because it combines with (has an affinity for) ...In the Diels-Alder reaction, a conjugated diene, simply referred to as the diene, reacts with a double or triple bond co-reactant called the dienophile, because it combines with (has an affinity for) the diene. The mechanism occurs through a cyclic transition state in which there is head-on overlap of two p orbitals on carbons 1 and 4 of the diene with the two p orbitals from the alkene of the dienophile to form two new sigma bonds in the cyclohexene product.
- https://chem.libretexts.org/Courses/Smith_College/CHM_223_Chemistry_III%3A_Organic_Chemistry_(2024)/09%3A_Orbitals_and_Organic_Chemistry_-_Pericyclic_Reactions/9.05%3A_Cycloaddition_ReactionsA concerted combination of two π-electron systems to form a ring of atoms having two new σ bonds and two fewer π bonds is called a cycloaddition reaction. The number of participating π-electrons in ea...A concerted combination of two π-electron systems to form a ring of atoms having two new σ bonds and two fewer π bonds is called a cycloaddition reaction. The number of participating π-electrons in each component is given in brackets preceding the name of the reaction. The Diels-Alder reaction is the most useful cycloaddition reaction due to the ubiquity of 6-membered rings and its ability to reliably control stereochemistry in the product.
- https://chem.libretexts.org/Courses/can/CHEM_232_-_Organic_Chemistry_II_(Puenzo)/01%3A_Conjugated_Compounds_and_Ultraviolet_Spectroscopy/1.05%3A_The_Diels-Alder_Cycloaddition_ReactionThe mechanism occurs through a cyclic transition state in which there is head-on overlap of two p orbitals on carbons 1 and 4 of the diene with the two p orbitals from the alkene of the dienophile to ...The mechanism occurs through a cyclic transition state in which there is head-on overlap of two p orbitals on carbons 1 and 4 of the diene with the two p orbitals from the alkene of the dienophile to form two new sigma bonds in the cyclohexene product. It works by slowing the production of cholesterol in the body to decrease the amount of cholesterol that may build up on the walls of the arteries and block blood flow to the heart, brain, and other parts of the body.
- https://chem.libretexts.org/Courses/Winona_State_University/Klein_and_Straumanis_Guided/17%3A_Conjugated_Pi_Systems_and_Pericyclic_Reactions/17.15%3A__The_Diels-Alder_CycloadditionConjugated double bond systems can participate in a variety of reactions.The Diels-Alder reaction is one in which a conjugated diene bonds in with an alkene to produce a cyclohexene molecule.
- https://chem.libretexts.org/Courses/Smith_College/Organic_Chemistry_(LibreTexts)/14%3A_Conjugated_Compounds_and_Ultraviolet_Spectroscopy/14.05%3A_The_Diels-Alder_Cycloaddition_ReactionIn the Diels-Alder reaction, a conjugated diene, simply referred to as the diene, reacts with a double or triple bond co-reactant called the dienophile, because it combines with (has an affinity for) ...In the Diels-Alder reaction, a conjugated diene, simply referred to as the diene, reacts with a double or triple bond co-reactant called the dienophile, because it combines with (has an affinity for) the diene. The mechanism occurs through a cyclic transition state in which there is head-on overlap of two p orbitals on carbons 1 and 4 of the diene with the two p orbitals from the alkene of the dienophile to form two new sigma bonds in the cyclohexene product.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/14%3A_Conjugated_Compounds_and_Ultraviolet_Spectroscopy/14.04%3A_The_Diels-Alder_Cycloaddition_ReactionPerhaps the most striking difference between conjugated and nonconjugated dienes is that conjugated dienes undergo an addition reaction with alkenes to yield substituted cyclohexene products. This pro...Perhaps the most striking difference between conjugated and nonconjugated dienes is that conjugated dienes undergo an addition reaction with alkenes to yield substituted cyclohexene products. This process, named the Diels–Alder cycloaddition reaction after its discoverers, is extremely useful in the laboratory because it forms two carbon–carbon bonds in a single step and is one of the few general methods available for making cyclic molecules.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/29%3A_Orbitals_and_Organic_Chemistry_-_Pericyclic_Reactions/29.05%3A_Cycloaddition_ReactionsA concerted combination of two π-electron systems to form a ring of atoms having two new σ bonds and two fewer π bonds is called a cycloaddition reaction. The number of participating π-electrons in ea...A concerted combination of two π-electron systems to form a ring of atoms having two new σ bonds and two fewer π bonds is called a cycloaddition reaction. The number of participating π-electrons in each component is given in brackets preceding the name of the reaction. The Diels-Alder reaction is the most useful cycloaddition reaction due to the ubiquity of 6-membered rings and its ability to reliably control stereochemistry in the product.
- https://chem.libretexts.org/Workbench/LCDS_Organic_Chemistry_OER_Textbook_-_Todd_Trout/14%3A_Conjugated_Compounds_and_Ultraviolet_Spectroscopy/14.05%3A_The_Diels-Alder_Cycloaddition_ReactionThis process, named the Diels–Alder cycloaddition reaction after its discoverers, is extremely useful in the laboratory because it forms two carbon–carbon bonds in a single step and is one of the few ...This process, named the Diels–Alder cycloaddition reaction after its discoverers, is extremely useful in the laboratory because it forms two carbon–carbon bonds in a single step and is one of the few general methods available for making cyclic molecules. (As the name implies, a cycloaddition reaction is one in which two reactants add together to give a cyclic product.) The 1950 Nobel Prize in Chemistry was awarded to Otto Diels and Kurt Alder in recognition of the importance of their discovery.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/30%3A_Orbitals_and_Organic_Chemistry_-_Pericyclic_Reactions/30.05%3A_Cycloaddition_ReactionsA concerted combination of two π-electron systems to form a ring of atoms having two new σ bonds and two fewer π bonds is called a cycloaddition reaction. The number of participating π-electrons in ea...A concerted combination of two π-electron systems to form a ring of atoms having two new σ bonds and two fewer π bonds is called a cycloaddition reaction. The number of participating π-electrons in each component is given in brackets preceding the name of the reaction. The Diels-Alder reaction is the most useful cycloaddition reaction due to the ubiquity of 6-membered rings and its ability to reliably control stereochemistry in the product.
