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Start Over Author "Neil Cockburn" Journal the journal of organic chemistry
2 results on '"Neil Cockburn"'

1. Ruthenium-catalyzed homo Diels-Alder [2 + 2 + 2] cycloadditions of alkynyl phosphonates with bicyclo[2.2.1]hepta-2,5-diene

Author

William Tam, Tanner J. Kettles, and Neil Cockburn

Subjects
Magnetic Resonance Spectroscopy, Diene, Bicyclic molecule, Molecular Structure, Chemistry, Organic Chemistry, Organophosphonates, chemistry.chemical_element, Medicinal chemistry, Norbornanes, Catalysis, Ruthenium, chemistry.chemical_compound, Cyclization, Alkynes, Diels alder, Reactivity (chemistry)
Abstract

Ruthenium-catalyzed homo Diels-Alder [2 + 2 + 2] cycloadditions between alkynyl phosphonates and bicyclo[2.2.1]hepta-2,5-diene were studied. The observed reactivity was found to be dependent on the presence of the phosphonate moiety. The Ru-catalyzed cycloaddition was compatible with a variety of aromatic and aliphatic substituted alkynyl phosphonates, providing the corresponding phosphonate substituted deltacyclenes in low to good yields (up to 88%).

Published
2011

2. Ruthenium-catalyzed [2 + 2] cycloadditions of bicyclic alkenes with alkynyl phosphonates

Author

Elham Karimi, Neil Cockburn, and William Tam

Subjects
chemistry.chemical_classification, Cyclobutene, Bicyclic molecule, Molecular Structure, Alkene, Organic Chemistry, Organophosphonates, chemistry.chemical_element, Alkyne, Stereoisomerism, Alkenes, Phosphonate, Medicinal chemistry, Cycloaddition, Catalysis, Ruthenium, chemistry.chemical_compound, chemistry, Cyclization, Alkynes, Organometallic Compounds, Organic chemistry, Reactivity (chemistry)
Abstract

Ruthenium-catalyzed [2 + 2] cycloadditions of bicyclic alkenes with alkynyl phosphonates were investigated. The phosphonate moieties were found to be compatible with the Ru-catalyzed cycloadditions giving the corresponding cyclobutene cycloadducts in low to excellent yield (up to 96%). Alkynyl phosphonates showed lower reactivity than other heteroatom-substituted alkynes such as alkynyl halides, ynamides, alkynyl sulfides, and alkynyl sulfones and required a higher reaction temperature and much longer reaction time.

Published
2009

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