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Social and Behavioral Sciences Commons

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Physical Sciences and Mathematics

University of Wollongong

2005

Structural

Articles 1 - 2 of 2

Full-Text Articles in Social and Behavioral Sciences

Structural Re-Assignment Of The Mono- And Bis-Addition Products From The Addition Reactions Of N-(Diphenylmethylene)Glycinate Esters To [60]Fullerene Under Bingel Conditions, Graham E Ball, Glenn Ashley Burley, Leila Chaker, William Hawkins, James Williams, Paul A. Keller, Stephen G. Pyne Jan 2005

Structural Re-Assignment Of The Mono- And Bis-Addition Products From The Addition Reactions Of N-(Diphenylmethylene)Glycinate Esters To [60]Fullerene Under Bingel Conditions, Graham E Ball, Glenn Ashley Burley, Leila Chaker, William Hawkins, James Williams, Paul A. Keller, Stephen G. Pyne

Faculty of Science - Papers (Archive)

The addition of N-(diphenylmethylene)glycinate esters (Ph2C=NCH2CO2R) to [60]fullerene under Bingel conditions gives [60]fullerenyldihydropyrroles and not methano[60]fullerenyl iminoesters [C60C(CO2R)(N=CPh2)] as previously reported. Unequivocal evidence for the structure of C60C(CO2Et)(N=CPh2) was provided by INADEQUATE NMR studies on 13C enriched material. New mechanistic details are proposed to account for the formation of [60]fullerenyldihydropyrroles and their reductive ring-opening reactions.


Confirmation Of The Structure Of Oxystemokerrin By Single Crystal X-Ray Structural Analysis And A Proposed Biosynthesis, Pitchaya Mungkornasawakul, Hayden Matthews, Alison T. Ung, Stephen G. Pyne, Araya Jatisatienr, Wilford Lie, Brian W. Skelton, Allan H. White Jan 2005

Confirmation Of The Structure Of Oxystemokerrin By Single Crystal X-Ray Structural Analysis And A Proposed Biosynthesis, Pitchaya Mungkornasawakul, Hayden Matthews, Alison T. Ung, Stephen G. Pyne, Araya Jatisatienr, Wilford Lie, Brian W. Skelton, Allan H. White

Faculty of Science - Papers (Archive)

The crystal structure of the pentacyclic Stemona alkaloid oxystemokerrin (2), isolated from the roots of Stemona kerrii, is reported, confirming the structure proposed for this compound in a contemporaneous spectroscopic study. This compound is a diastereomer of stemocurtisinol (3), whose structure we have recently reported from S. curtisii, also confirmed by a single-crystal X-ray study. These alkaloids have opposite configurations at C-4 and C-19. A possible biosynthetic pathway for the biosynthesis of 2 and 3 is proposed.