[go: up one dir, main page]

Sumi et al., 1992 - Google Patents

The stereocontrolled synthesis of versatile carbapenem intermediates using the Barton O-acyl 2-thiophyridylhydroxamate fragmentation

Sumi et al., 1992

Document ID
9737191412201469132
Author
Sumi K
Di Fabio R
Hanessian S
Publication year
Publication venue
Tetrahedron Letters

External Links

Snippet

The photo-initiated fragmentation of 2-azetidinone-4-car☐ ylic acid-2- thiopyridylhydroxamates (Barton reaction) in the presence of Michael acceptors leads to the introduction of a doubly functionalized carbon chain, useful for the elaboration of …
Continue reading at www.sciencedirect.com (other versions)

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D205/00Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/12Oxygen or sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D205/00Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by C07D451/00 - C07D477/00
    • C07D487/12Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
    • C07D487/14Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS

Similar Documents

Publication Publication Date Title
Garner et al. The asymmetric synthesis of (-)-quinocarcin via a 1, 3-dipolar cycloadditive strategy
Garner et al. Development of an asymmetric approach to the 3, 8-diazabicyclo [3.2. 1] octane moiety of quinocarcin via intramolecular 1, 3-dipolar cycloadditions of photochemically generated azomethine ylides
Burtoloso et al. Metal carbene N–H insertion of chiral α, α′-dialkyl α-diazoketones. A novel and concise method for the stereocontrolled synthesis of fully substituted azetidines
Lee et al. Synthesis of 2, 4, 6, 8, 9, 11-hexaaza [3.3. 3] propellanes as a new molecular skeleton for explosives
Yamamoto et al. Total synthesis of (.+-.)-celacinnine,(.+-.)-celallocinnine,(.+-.)-celafurine, and (.+-.)-celabenzine
Zanardi et al. Total synthesis of both enantiomers of trans-2, 3-cis-3, 4-dihydroxyproline
JPS6054358A (en) Azetidinones
Sumi et al. The stereocontrolled synthesis of versatile carbapenem intermediates using the Barton O-acyl 2-thiophyridylhydroxamate fragmentation
Kametani et al. Chiral synthesis of 3-[(R)-1-hydroxyethyl]-4-oxoazetidin-2-yl acetate using an asymmetric 1, 3-bipolar cycloaddition reaction
Hudlicky et al. A model study directed towards a practical enantioselective total synthesis of (-)-morphine
FR2733750A1 (en) GAMMA-OXO-ALPHA- (PHENYLMETHYL) -5,6-DIHYDRO-4H-THIENO (3,4-C) PYRROLE-5-BUTANOIC ACID DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC USE
EP0147317A2 (en) Ortho-condensed pyrrole derivatives, their preparation and medicaments containing them
Felluga et al. Carbo-and heterocyclization reactions of 2-(4-morpholinyl)-1-phenylpropene and nitroolefins
Leggio et al. Model studies towards the synthesis of 4′-azaerythrofuranosyladenines as analogues of the antiviral drug 2′, 3′-dideoxyadenosine (ddA) 1
Donohoe et al. Stereoselectivity in the Birch reduction of 2-furoic acid derivatives
Danieli et al. The first skeletal rearrangement of Aspidosperma to Melodinus alkaloids. A facile conversion of (-)-vincadifformine into N-methyltetrahydromeloscine
Williams et al. Direct conversion of N-alkoxy. beta.-lactams to carbapenams: application to the synthesis of the bicyclic PS-5 keto ester
EP0000645B1 (en) Isopenicillins, processes for their preparation, and compositions containing them
Fuhrhop et al. Dimers of 5, 15-dioxoporphodimethenes with direct links between methine bridge carbon atoms
US4214094A (en) Substituted-phenyl substituted-alkyl ethers and the preparation thereof
JP2000513716A (en) Taxane derivatives, their preparation, and formulations containing them
YASUDA et al. Synthesis of conformationally defined glutamic acid analogues from readily available Diels-Alder adducts
JP2002517399A (en) Novel vinca alkaloid derivative and method for its preparation
Kaneko et al. Cycloadditions in syntheses. Part 27. rel-(1 R, 4 R, 5 S)-5-hydroxy-2-azabicyclo [2.2. 0] hexan-3-one and its derivatives: synthesis and transformation to azetidin-2-ones
Johnson et al. Photochemical formation of spiro and bicyclo 1-acylaminoazetidin-2-ones. Models for the syntheses of penicillin-like systems. II