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Carbon‐13 NMR study of (20,24)‐epoxydammarane triterpenes

 

作者: Cosme G. Francisco,   Raimundo Freire,   Rosendo Hernández,   José A. Salazar,   Ernesto Suárez,   Manuel Cortés,  

 

期刊: Organic Magnetic Resonance  (WILEY Available online 1984)
卷期: Volume 22, issue 1  

页码: 34-38

 

ISSN:0030-4921

 

年代: 1984

 

DOI:10.1002/mrc.1270220108

 

出版商: John Wiley&Sons Limited

 

数据来源: WILEY

 

摘要:

AbstractAssignments of the13C NMR signals of the dammarane triterpenes, 3β,25,30‐trihydroxy‐(20R,24R)‐epoxydammaran‐16‐one 3,30‐diacetate (trevoagenin A diacetate) (2), its 20S‐isomer (trevoagenin B diacetate) (3) and their related (20R)‐3β,30‐diacetoxy‐16‐oxo‐25,26,27‐trisnordammarane‐24,20‐lactone (4) and its 20S‐isomer (5) have been achieved. Suitable tetrahydrofuran models have been synthesized in order to aid the13C NMR assignments of the side‐chain carbons of the above‐mentioned compounds. The remarkable chemical shift differences observed for C‐21 and C‐22 between each pair of the C‐20 epimers (2, 3 and 4, 5) allowed the confirmation of the C‐20 stereochemistry

 

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