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Full-Text Articles in Physical Sciences and Mathematics
Synthesis Of Tenuifolin Via Intramolecular Nicholas Reaction, Sinisa Djurdjevic, James R. Green
Synthesis Of Tenuifolin Via Intramolecular Nicholas Reaction, Sinisa Djurdjevic, James R. Green
Chemistry and Biochemistry Publications
The synthesis of the Cinnamomum homosesquiterpenoid tenuifolin has been accomplished by way of an intramolecular Nicholas reaction of the [Co2(CO)6] complex of an alkyne-substituted biaryl for construction of the seven-membered ring. The cyclization features the reaction of a nonactivated arene ring with the propargyldicobalt cation to give the dibenzocycloheptyne-Co2(CO)6.
Bicatalytic Allylation–Cross-Metathesis Reactions As Γ-Carbonyl Cation Equivalents, Jake R. Henkie, Sugadar Dhaliwal, James R. Green
Bicatalytic Allylation–Cross-Metathesis Reactions As Γ-Carbonyl Cation Equivalents, Jake R. Henkie, Sugadar Dhaliwal, James R. Green
Chemistry and Biochemistry Publications
The products corresponding to the reactions of arenes and γ-carbonyl cations may be obtained by a one-pot, bicatalytic process involving InCl3-catalyzed arene allylation and cross metathesis with electron-deficient alkenes. The process is successful with electronically neutral and electron-rich arenes, and modestly Lewis basic donor groups are tolerated with an increase in InCl3 loading from 10 mol% to 15 mol%, and in one case, 20 mol%.
Vinylogous Nicholas Reactions In The Synthesis Of Icetexane, Faveline, And Related Ring Systems, Izabela Kolodziej, James R. Green
Vinylogous Nicholas Reactions In The Synthesis Of Icetexane, Faveline, And Related Ring Systems, Izabela Kolodziej, James R. Green
Chemistry and Biochemistry Publications
The intramolecular vinylogous Nicholas reactions of aryl substituted acetoxy enyne-Co(2)(CO)(6) complexes afford tricyclic 6,7,6-ring systems and related systems in good yield.
Cyclohepta[De]Naphthalenes And The Rearranged Abietane Framework Of Microstegiol Via Nicholas Reaction Chemistry, Rafiq A. Taj, Anusha Abhayawardhana, James R. Green
Cyclohepta[De]Naphthalenes And The Rearranged Abietane Framework Of Microstegiol Via Nicholas Reaction Chemistry, Rafiq A. Taj, Anusha Abhayawardhana, James R. Green
Chemistry and Biochemistry Publications
Nicholas reactions on 2,7-dioxygenated naphthalenes give C-1 monosubstitution and C-1/C-8 disubstitution in most cases. From gamma-carbonyl cation monocondensation product 3b or alkyne-unsubstituted dicondensation product 4a, cyclohepta[de]naphthalenes bearing no substituents, gem-dimethyl substituents, and a ketone function, and the rearranged abietane framework of microstegiol may be prepared.