Breit et al., 2000 - Google Patents
o-DPPB-Directed Stereoselective Conjugate Addition of OrganocupratesBreit et al., 2000
- Document ID
- 5511810237704925388
- Author
- Breit B
- Demel P
- Publication year
- Publication venue
- Tetrahedron
External Links
Snippet
Substrate-directed diastereoselective conjugate addition of Gilman cuprates to acyclic enoates has been achieved with the aid of the substrate-bound reagent-directing o-DPPB- group (o-DPPB= ortho-diphenylphosphanyl benzoate). Combining o-DPPB-directed …
- 238000007792 addition 0 title abstract description 55
Classifications
-
- 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
- C07C2101/00—Systems containing only non-condensed rings
- C07C2101/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2101/14—The ring being saturated
-
- 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
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P-C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O-metal, -CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
-
- 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
- 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
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Breit et al. | o-DPPB-Directed Stereoselective Conjugate Addition of Organocuprates | |
Maryanoff et al. | Stereochemistry of the Wittig reaction. Effect of nucleophilic groups in the phosphonium ylide | |
EP0054410B1 (en) | Perfume composition | |
Brock et al. | Polyhydroxylated pyrrolizidine alkaloids from transannular iodoaminations: application to the asymmetric syntheses of (−)-hyacinthacine A1,(−)-7a-epi-hyacinthacine A1,(−)-hyacinthacine A2, and (−)-1-epi-alexine | |
Overman et al. | Chair topology of the palladium dichloride catalyzed Cope rearrangement of acyclic 1, 5-dienes | |
DE69612086T2 (en) | METHOD FOR PRODUCING (+) COMPACTIN AND (+) MEVINOLIN DERIVATIVES WITH BETA-HYDROXY-DELTA-LACTONE RESIDUES | |
Zhang et al. | Highly diastereofacial selective chelation of a phosphite-containing. alpha.,. beta.-unsaturated ketone system to the Fe (CO) 2 group | |
JPH09502459A (en) | Method for producing (+)-(1R) -cis-3-oxo-2-pentyl-1-cyclopentaneacetic acid | |
Tago et al. | A practical total synthesis of plaunotol via highly Z-selective Wittig olefination of α-acetal ketones 1 | |
Brunner et al. | Configurational assignment of ‘cryptochiral’10‐hydroxystearic acid through an asymmetric catalytic synthesis | |
Purpura et al. | Regio‐and Stereoselective Synthesis of Vinylallenes by 1, 5‐(SN′′)‐Substitution of Enyne Acetates and Oxiranes with Organocuprates | |
Sabitha et al. | Stereoselective total synthesis of (+)-(6R, 2′ S)-cryptocaryalactone and (−)-(6S, 2′ S)-epi cryptocaryalactone | |
Breczinski et al. | Stereoselectivity in the intramolecular Pauson-Khand reaction: Towards a simple predictive model | |
Eschler et al. | A new resolution procedure for the preparation of both (R)-(+)-and (S)-(-)-4-tert-butoxycyclopent-2-enone from racemic 4-tert-butoxycyclopent-2-enone and conversion of (R)-(+)-4-tert-butoxycyclopent-2-enone into (R)-(+)-4-acetoxycyclopent-2-enone. A new method for the determination of the enantiomeric purities of the resolved enones | |
US5874636A (en) | Process for the preparation of terpenic ketones | |
Noe | Dynamic nuclear magnetic resonance spectroscopy. Carbon-sulfur pp. pi.-bonding and conformational equilibria in thioacetic acid | |
Seto et al. | Preparation of (±)-2-(2, 3-2H2) jasmonic acid and its methyl ester, methyl (±)-2-(2, 3-2H2) jasmonate | |
US4591651A (en) | Process for directly converting an aldehyde into an ethylene ester | |
Hanselmann et al. | Enantioselective Synthesis of a Wieland-Miescher Ketone Bearing an Angular Hydroxymethyl Group | |
Lemus et al. | Lewis acid catalyzed enlargement of cyclic β‐alkoxyenals and one‐pot synthesis of polyfunctional enoxysilanes derived from aucubin with trimethylsilyldiazomethane | |
Phukan et al. | Facile generation of alkenes and dienes from tosylates | |
Jordi et al. | Reaction of ethyl 3, 3-diethoxyacrylate with Fischer alkoxyalkynyl transition metal carbene complexes | |
Yamazaki et al. | Regio-as well as stereoselective epoxide ring opening reactions using 3, 3, 3-trifluoroprop-1‑yne | |
Stewart et al. | Synthesis of 1, 3-divinylcyclopentane derivatives from platina (IV) cyclobutane complexes | |
Butler et al. | Reaction of cyclopropenone ketals with alcohols |