Cycloaddition reactions in organic synthesis
著者
書誌事項
Cycloaddition reactions in organic synthesis
（Tetrahedron organic chemistry series, v. 8）
Pergamon Press, 1990
- : pbk.
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注記
Includes bibliographical references
内容説明・目次
- 巻冊次
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: pbk. ISBN 9780080347127
内容説明
Demonstrates the wide scope of cycloaddition reactions, including the Diels-Alder reaction, the ene reaction, 1,3-dipolar cycloadditions and [2+2] cycloadditions in organic synthesis. The author, a leading exponent of the subject, illustrates the ways in which they can be employed in the synthesis of a wide range of carbocyclic and heterocyclic compounds, including a variety of natural products of various types. Special attention is given to intramolecular reactions, which often provide a rapid and efficient route to polycyclic compounds, and to the stereochemistry of the reactions, including recent and developing work on enantioselective synthesis.
目次
Section headings and selected subheadings: The Diels-Alder Reaction - General Aspects. The dienophile. Hetero-dienophiles - aldehydes, thiocarbonyl compounds, N-sulphinylsulphonamides, imines, nitroso compounds. The diene. ortho -Quinodimethanes. Heterodienes. Reactions in water. Reactions under high pressure. Catalysis by Lewis acids. Regiochemistry. Stereochemistry. Asymmetric reactions. Retro reactions. Intermolecular Diels-Alder Reactions. Stereoselectivity. Hetero-substituted dienes and dienophiles. With alkoxy- and silyloxy-dienes. alphabeta-Unsaturated aldehydes as dienes. Imines as dienophiles. Nitroso compounds as dienophiles-synthesis of 4-amino-alcohols. N-Sulphinylsulphonamides-synthesis of vicinal amino-alcohols. Synthesis of benzene derivatives. Synthesis of quinones. Retro reactions. Intramolecular Diels-Alder Reactions. Stereoselectivity. Diastereoselection. Synthesis of terpenoids. Synthesis of alkaloids. Nitroso compounds. Miscellaneous [4+2] Cycloadditions. Allyl anions and allyl cations. Oxyallyl cations. Pentadienyl cations. Cycloadditions with trimethylenemethane. meta -Photocycloaddition to benzene derivatives. Cobalt-catalysed trimerisation of acetylenes. [4+4] cycloaddition of 1,3-dienes. The Ene Reaction. Hetero-ene reactions. Intramolecular ene reactions. Diastereoselection. Magnesio-ene reaction. 1,3-Dipolar Cycloaddition Reactions. Stereoselectivity. Azomethine ylides. Nitrile oxides. Azides, azomethine imines and diazoalkanes. [2+2] Cycloaddition Reactions. Ketenes. Ketene-imminium salts. Photocycloaddition to enones. De Mayo reaction. Copper-catalysed photocycloaddition of hepta-1,6-dienols. Paterno-Buchi reaction. Index.
- 巻冊次
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ISBN 9780080347134
内容説明
Demonstrates the wide scope of cycloaddition reactions, including the Diels-Alder reaction, the ene reaction, 1,3-dipolar cycloadditions and [2+2] cycloadditions in organic synthesis. The author, a leading exponent of the subject, illustrates the ways in which they can be employed in the synthesis of a wide range of carbocyclic and heterocyclic compounds, including a variety of natural products of various types. Special attention is given to intramolecular reactions, which often provide a rapid and efficient route to polycyclic compounds, and to the stereochemistry of the reactions, including recent and developing work on enantioselective synthesis.
目次
Section headings and selected subheadings: The Diels-Alder Reaction - General Aspects. The dienophile. Hetero-dienophiles - aldehydes, thiocarbonyl compounds, N-sulphinylsulphonamides, imines, nitroso compounds. The diene. ortho-Quinodimethanes. Heterodienes. Reactions in water. Reactions under high pressure. Catalysis by Lewis acids. Regiochemistry. Stereochemistry. Asymmetric reactions. Retro reactions. Intermolecular Diels-Alder Reactions. Stereoselectivity. Hetero-substituted dienes and dienophiles. With alkoxy- and silyloxy-dienes. alphabeta-Unsaturated aldehydes as dienes. Imines as dienophiles. Nitroso compounds as dienophiles-synthesis of 4-amino-alcohols. N-Sulphinylsulphonamides-synthesis of vicinal amino-alcohols. Synthesis of benzene derivatives. Synthesis of quinones. Retro reactions. Intramolecular Diels-Alder Reactions. Stereoselectivity. Diastereoselection. Synthesis of terpenoids. Synthesis of alkaloids. Nitroso compounds. Miscellaneous [4+2] Cycloadditions. Allyl anions and allyl cations. Oxyallyl cations. Pentadienyl cations. Cycloadditions with trimethylenemethane. meta-Photocycloaddition to benzene derivatives. Cobalt-catalysed trimerisation of acetylenes. [4+4] cycloaddition of 1,3-dienes. The Ene Reaction. Hetero-ene reactions. Intramolecular ene reactions. Diastereoselection. Magnesio-ene reaction. 1,3-Dipolar Cycloaddition Reactions. Stereoselectivity. Azomethine ylides. Nitrile oxides. Azides, azomethine imines and diazoalkanes. [2+2] Cycloaddition Reactions. Ketenes. Ketene-imminium salts. Photocycloaddition to enones. De Mayo reaction. Copper-catalysed photocycloaddition of hepta-1,6-dienols. Paterno-Buchi reaction. Index.
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