Breitholle et al., 1978 - Google Patents
Total synthesis of (.+-.)-cedrol and (.+-.)-cedrene via an intramolecular Diels-Alder reactionBreitholle et al., 1978
- Document ID
- 7411110080514248364
- Author
- Breitholle E
- Fallis A
- Publication year
- Publication venue
- The Journal of Organic Chemistry
External Links
Snippet
Registry No.—1, 65452-45-1; 2, 65452-46-2; 3, 33548-59-3; 4, 65452-47-3; 5, 65452-48-4; 6, 65452-49-5; 7a, 65452-50-8; 7b, 65484-12-0; 8a, 65452-31-9; 8b, 65452-52-0; 9a, 65452- 53-1; 9b, 65452-54-2; 10, 65452-55-3; 11, 65452-56-4; 12, 65452-57-5; 13, 5753-83-3; …
- 238000006257 total synthesis reaction 0 title description 8
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C-Si linkages
- C07F7/18—Compounds having one or more C-Si linkages as well as one or more C-O-Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1812—Compounds having Si-O-C linkages having (C1)a-Si-(OC2)b linkages, a and b each being >=1 and a+b = 4, C1 and C2 being hydrocarbon or substituted hydrocarbon radicals
- C07F7/1844—Compounds having Si-O-C linkages having (C1)a-Si-(OC2)b linkages, a and b each being >=1 and a+b = 4, C1 and C2 being hydrocarbon or substituted hydrocarbon radicals a being 3, b being 1
- C07F7/1848—C1 being an unsubstituted acyclic saturated hydrocarbon radical containing less than six carbon atoms, a benzyl radical, a phenyl radical, or a methyl substituted phenyl radical
- C07F7/1856—C2 containing cycloaliphatic, heterocyclic or condensed aromatic rings
-
- 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
- C07D307/93—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 condensed with a ring other than six-membered
-
- 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
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2101/00—Systems containing only non-condensed rings
- C07C2101/06—Systems containing only non-condensed rings with a five-membered ring
-
- 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
- C07C2102/00—Systems containing two condensed rings
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero 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
- C07J—STEROIDS
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Breitholle et al. | Total synthesis of (.+-.)-cedrol and (.+-.)-cedrene via an intramolecular Diels-Alder reaction | |
Fleming et al. | Stereospecific syntheses and reactions of allyl-and allenyl-silanes | |
Burke et al. | Chelation control of enolate geometry. Acyclic diastereoselection via the enolate Claisen rearrangement | |
Jung et al. | Direct synthesis of dibenzocyclooctadienes via double ortho Friedel-Crafts alkylation by the use of aldehyde-trimethylsilyl iodide adducts | |
Malherbe et al. | Reactions of haloketenes with allyl ethers and thioethers: A new type of Claisen rearrangement | |
Talley | Stereospecific intramolecular Diels-Alder reaction of an o-quinone methide | |
Andersen et al. | Intramolecular olefinic aldehyde Prins reactions for the construction of five-membered rings | |
Denmark et al. | Nitroalkene inter [4+ 2]/intra [3+ 2] tandem cycloadditions. 7. Application of (R)-(-)-2, 2-diphenylcyclopentanol as the chiral auxiliary | |
White et al. | Intramolecular Diels-Alder reactions of sorbyl citraconate and mesaconate esters | |
Last et al. | Synthesis of polycyclic homocyclopropylcarbinols by reductive cyclization of bromocyclopropyl epoxides | |
Demuth et al. | Photocycloadditions of 2‐(trimethylsilyloxy)‐1, 3‐butadiene to 2‐cycloalkenones. Access to the basic pentalenolactone skeleton | |
Suryawanshi et al. | Bruceantin support studies. 10. Use of an axial. alpha.-face control element in intramolecular conjugate additions: synthesis of an ABCD tetracyclic bruceantin precursor | |
Piers | Tetraquinane diterpenoids: Total synthesis of (±)-crinipellin B | |
House et al. | Enones with strained double bonds: the bicyclo [3.3. 1] system | |
Abell et al. | The Free Radical Addition of Hydrogen Bromide to the 1-Bromocycloalkenes1 | |
Chiu et al. | Synthesis of 15-deoxy-16. beta.-ethoxybruceantin and synthetic efforts toward bruceantin | |
House et al. | Enones with strained double bonds. 3. Cycloadducts from bicyclo [3.3. 1] non-1-en-3-one | |
Zimmerman et al. | Mechanistic and exploratory organic photochemistry. LXXXVII. Photochemical rearrangement of 4-aryl-substituted cyclopentenones. Low-temperature photochemistry and direct observation of reaction intermediates | |
House et al. | Enones with strained double bonds. 8. The bicyclo [3.2. 1] octane systems | |
Boeckman Jr et al. | A new route to linear polycyclic, substituted aromatics: Diels-Alder reactions of bicyclic dimethoxycyclobutenes | |
Rigby et al. | Rearrangement pathways in the bicyclo [4.4. 1] undecane ring system | |
Marchand et al. | Tieffeneau-Demjanov ring homologations of two pentacyclo [5.4. 0.02, 6.03, 10.05, 9] undecane-8, 11-diones | |
Singh et al. | Molecular complexity from aromatics: synthesis and photoreaction of endo-tricyclo [5.2. 2.02, 6] undecanes. Formal total syntheses of (±)-coriolin | |
Sarabèr et al. | Domino Mukaiyama–Michael reactions in the synthesis of polycyclic systems | |
Barrero et al. | Synthesis of natural oxygenated monocarbocyclic sesquiterpenoids from 6, 7-epoxygeranyl acetate |