Cimarusti et al., 1968 - Google Patents
Synthesis and bisdecarboxylation of oxygenated bicyclo [2.2. X] alkanedicarboxylic anhydridesCimarusti et al., 1968
- Document ID
- 13412474758824943264
- Author
- Cimarusti C
- Wolinsky J
- Publication year
- Publication venue
- Journal of the American Chemical Society
External Links
Snippet
Cyclic 1, 3-diacetoxy-l, 3-dienes, generated in situ from cyclic1, 3-diketones and isopropenyl acetate, undergo Diels-Alder reactions with maleic anhydride providing a general route to 1- acetoxybicyclo [2.2. A] alkane-dicarboxylic anhydride derivatives. Cyclic 1, 2-, 1, 4-, and,/3 …
- 150000008064 anhydrides 0 title abstract description 43
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/41—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/92—Naphthofurans; Hydrogenated naphthofurans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/292—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/385—Saturated compounds containing a keto group being part of a ring
- C07C49/403—Saturated compounds containing a keto group being part of a ring of a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2101/00—Systems containing only non-condensed rings
- C07C2101/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2101/16—The ring being unsaturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/94—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom spiro-condensed with carbocyclic rings or ring systems, e.g. griseofulvins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O-metal, -CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/54—Unsaturated compounds containing hydroxy or O-metal groups containing six-membered aromatic rings and other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having -CHO groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
- C07C29/175—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with simultaneous reduction of an oxo group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2103/00—Systems containing at least three condensed rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2102/00—Systems containing two condensed rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Cimarusti et al. | Synthesis and bisdecarboxylation of oxygenated bicyclo [2.2. X] alkanedicarboxylic anhydrides | |
Corey et al. | Total synthesis of longifolene | |
Smith et al. | Photochemical reactions of 1-cyclopentenyl and 1-cyclohexenyl ketones | |
Padwa et al. | Intramolecular cyclopropanation reaction of furanyl diazo ketones | |
Dauben et al. | Synthesis and rearrangement of strained cage molecules | |
Goldsmith et al. | Structural and stereochemical course of in vitro epoxy olefin cyclization. Diterpenoid intermediates | |
Agosta et al. | Synthesis and photocycloadditions of compounds related to 3-carboxycyclohexenone | |
Borden et al. | Transannular ring closure by reduction of cyclooctane-1, 5-diones. Synthesis of a bisnoradamantan-1-o1 | |
WOLINSKY | Ring Enlargement Produced by the Alkaline Fusion of ι-Bromocamphene | |
Meinwald et al. | Highly Strained Bicyclic Systems. II. The Synthesis of Optically Active 2α-and 2β-Amino and Hydroxy Bicyclo [2, 1, 1] hexanes | |
Kunstmann et al. | The Chemistry of Some Derivatives of the 7-Oxabicyclo [2.2. 1] heptene System, Especially the Epoxy Derivatives (3, 8-Dioxatricyclo [3.2. 1.0 2, 4] octanes | |
Eaton et al. | Cyclopentannulation of bicyclo [3.3. 0] octane-3, 7-dione. A more convenient synthesis of the [5] peristylane system | |
Huffman | Resin acids. V. Preparation and reactions of ring-A olefins from dehydroabietic acid | |
Bird et al. | 63. The stereochemistry of hydrocarboxylation of olefins: reaction of bicycloheptene and other strained olefins with acidic nickel carbonyl | |
Morikawa | The Oxo Reaction of Unconjugated α, ω-Diolefin | |
Parker et al. | Bridged ring systems. Part XV. Structure of neoclovene (2, 6, 8, 8-tetramethyltricyclo [5, 2, 2, 0 1, 6] undec-2-ene) | |
Ireland et al. | Studies on the total synthesis of steroidal antibiotics. 2. Two convergent schemes for the synthesis of tetracyclic intermediates | |
Dyer et al. | Phenolic metabolite of “low-iron fermentation” of Streptomyces griseus. Characterization of 2, 3-dihydroxybenzoic acid | |
Nigam et al. | Essential oils and their constituents XXXVII. Isolation and structure of khusenol, a new sesquiterpenic primary alcohol from oil of vetiver | |
Elix et al. | Unsaturated 8-membered ring compounds. VII. Synthesis and cycloaddition reactions of 7, 8-dimethylene-1, 3, 5-cyclooctatrienes. The synthesis of dicyclooctatetraeno [1, 2: 4, 5] benzene | |
Moon et al. | Lead Tetraacetate. III. Reactions with 5-Hexen-1-ol, Cyclohexenols, and Cyclooctenols1 | |
Brust et al. | The Lithium—Liquid Ammonia Reduction of 2-Methyl-2, 3-dihydrobenzofuran1 | |
Caine et al. | Influence of electron-withdrawing substituents on the photochemical behavior of 6/6-fused cross-conjugated cyclohexadienones | |
Shamma et al. | Mass spectrometry and the stereochemistry of the pentacyclic oxindole alkaloids | |
Valko et al. | Acylation-cycloalkylation. Reaction of phenylacetyl chloride with cyclohexene |