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13C NMR studies of the friedelane series of triterpenoids and the conformation of the D and E rings in friedelan‐7‐one

 

作者: Om Prakash,   Raja Roy,   H. S. Garg,   D. S. Bhakuni,  

 

期刊: Magnetic Resonance in Chemistry  (WILEY Available online 1987)
卷期: Volume 25, issue 1  

页码: 39-41

 

ISSN:0749-1581

 

年代: 1987

 

DOI:10.1002/mrc.1260250110

 

出版商: John Wiley&Sons, Ltd.

 

关键词: 13C NMR;Friedelanes;Triterpenoids;D/E ring conformation

 

数据来源: WILEY

 

摘要:

AbstractThe13C chemical shifts in the spectra of friedelan‐7‐one (1), methyl 3‐oxofriedelan‐25‐oate (2), methyl friedelan‐25‐oate (3), 7‐oxofriedelan‐3‐α‐yl acetate (4), friedelan‐3‐one (5), 2‐hydroxy‐3, 4‐seco‐friedelan‐3‐oic acid (6), methyl 2‐oxo‐3,4‐seco‐friedelan‐3‐oate (7), methyl 2‐hydroxy‐3,4‐seco‐friedelan‐3‐oate (8) and 3,4‐seco‐friedelan‐2,3‐diol (9) have been fully assigned using two‐dimensional heteronuclear correlation NMR spectroscopy, BB proton decoupled, DEPT and selective heteronuclear spin decoupling methods. These assignments and the observation of substantial NOEs between 26‐methyl and 28‐methyl and between 28‐methyl and 30‐methyl support the boat to boat conformations for the D and E rings in 1. Corrections a

 

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