Facile synthesis of the “tricarbonyl” subunit in the immunosuppressant rapamycin

Pattenden, Gerald; Tankard, Mark; Cherry, P. C.

doi:10.1016/s0040-4039(00)77654-4

Cited by 27 publications

(8 citation statements)

References 34 publications

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“…2-Ynamides are useful intermediates for the synthesis of many biologically active molecules and heterocyclic compounds. [76,77] Traditional methods for the preparation of 2ynamides include the Pd/Cu-catalyzed coupling reaction between alk-1-ynes and carbamoylchlorides. [76][77][78] As an alternative approach to synthesizing 2-ynamides, direct aminocarbonylation of alk-1-ynes is more synthetically attractive.…”

Section: Oxidative Carbonylation Of Organoboronic Reagentsmentioning

confidence: 99%

“…[76,77] Traditional methods for the preparation of 2ynamides include the Pd/Cu-catalyzed coupling reaction between alk-1-ynes and carbamoylchlorides. [76][77][78] As an alternative approach to synthesizing 2-ynamides, direct aminocarbonylation of alk-1-ynes is more synthetically attractive. However, although the catalytic oxidative carbonylation of alk-1-ynes with alcohols to obtain alkynylesters has been known for years, very few analogous oxidative aminocarbonylations have been described.…”

Section: Oxidative Carbonylation Of Organoboronic Reagentsmentioning

confidence: 99%

See 1 more Smart Citation

Oxidative Carbonylation Reactions: Organometallic Compounds (RM) or Hydrocarbons (RH) as Nucleophiles

Liu¹,

Zhang²,

Lei³

2011

Angew Chem Int Ed

476

144

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Oxidative carbonylation reactions have attracted broad interest from both academia and industry in recent years. Enormous efforts have gone into the syntheses of carbonate and urea derivatives through the oxidative carbonylation of alcohols and amines. Very recently, organometallic reagents (R-M) and hydrocarbons(R-H) were directly employed as nucleophiles to construct a C-C bond in oxidative carbonylation reactions. This Minireview summarizes this novel type of oxidative carbonylation reaction.

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Section: Oxidative Carbonylation Of Organoboronic Reagentsmentioning

confidence: 99%

Section: Oxidative Carbonylation Of Organoboronic Reagentsmentioning

confidence: 99%

Oxidative Carbonylation Reactions: Organometallic Compounds (RM) or Hydrocarbons (RH) as Nucleophiles

Liu¹,

Zhang²,

Lei³

2011

Angew Chem Int Ed

476

144

View full text Add to dashboard Cite

show abstract

“…[62][63][64] Aus diesen Gründen werden sie häufig in chemischen Synthesen verwendet. [65][66][67] [76,77] Die herkçmmlichen Methoden für ihre Herstellung schließen die Pd/Cu-katalysierte Kupplung zwischen 1-Alkinen und Carbamoylchlorid ein. [76][77][78] …”

Section: 4oxidative Carbonylierung Von Organoborverbindungenunclassified

Oxidative Carbonylierungen: Organometallverbindungen (RM) oder Kohlenwasserstoffe (RH) als Nucleophile

2011

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Oxidative Carbonylierungen haben in den letzten Jahren ein breites Interesse geweckt, und insbesondere die Synthese von Carbonat‐ und Harnstoffderivaten durch oxidative Carbonylierung von Alkoholen und Aminen wurde intensiv untersucht. Eine neuartige Entwicklung ist die direkte Verwendung von Organometallverbindungen (RM) und Kohlenwasserstoffen (RH) als Nucleophile zum Aufbau einer C‐C‐Bindung in oxidativen Carbonylierungen. Dieser Kurzaufsatz stellt diese neue Art der oxidativen Carbonylierung vor.

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“…2‐Inamide sind nützliche Zwischenstufen für die Synthese vieler biologisch aktiver Moleküle und heterocyclischer Verbindungen 76. 77 Die herkömmlichen Methoden für ihre Herstellung schließen die Pd/Cu‐katalysierte Kupplung zwischen 1‐Alkinen und Carbamoylchlorid ein 76–78. Ein alternativer Ansatz zur Synthese von 2‐Inamiden, die direkte Aminocarbonylierung von 1‐Alkinen, ist aus präparativer Sicht attraktiver.…”

Section: Oxidative Carbonylierungen Mit Rhunclassified

Mechanical properties and morphology of poly(ethylene glycol)‐side‐chain‐modified bismaleimide polymer

Chian

Goy

et al. 2002

J of Applied Polymer Sci

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Two maleimido-end-capped poly(ethylene glycol) (m-PEG)-modified bismaleimide (BMI) resins [4,4Ј-bismaleimido diphenylmethane (BDM)] were synthesized from poly(ethylene glycol) (PEG) of two different molecular weights. A series of m-PEGs and unmodified BDM were blended and thermally cured. The effect of incorporating m-PEG side chains on the morphology and mechanical behaviors of BMI polymer were evaluated. The mechanical properties of these m-PEG-modified BMIs that were evaluated included flexural modulus, flexural strength, strain at break, fracture toughness, and fracture energy. The morphology of these blends was studied with scanning electron microscopy. All the m-PEG-modified BMI polymers showed various degrees of phase separation depending on the molecular weights and concentrations of the m-PEG used. The effects of these morphological changes in the m-PEG-modified BMI polymers were reflected by the improved fracture toughness and strain at break. However, there was a reduction in the flexural moduli in all m-PEG-modified BMI polymers.

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Facile synthesis of the “tricarbonyl” subunit in the immunosuppressant rapamycin

Cited by 27 publications

References 34 publications

Oxidative Carbonylation Reactions: Organometallic Compounds (RM) or Hydrocarbons (RH) as Nucleophiles

Oxidative Carbonylation Reactions: Organometallic Compounds (RM) or Hydrocarbons (RH) as Nucleophiles

Oxidative Carbonylierungen: Organometallverbindungen (RM) oder Kohlenwasserstoffe (RH) als Nucleophile

Mechanical properties and morphology of poly(ethylene glycol)‐side‐chain‐modified bismaleimide polymer

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