Atropisomerism in natural products. Absolute stereochemistry of biflavone, (-)-4',4''',7,7''-tetra-O-methylcupressuflavone, as determined by the theoretical calculation of CD spectra

1992 ◽  
Vol 114 (20) ◽  
pp. 7687-7692 ◽  
Author(s):  
Nobuyuki Harada ◽  
Hiroshi Ono ◽  
Hisashi Uda ◽  
Mehtab Parveen ◽  
Khan Nizam ud Din ◽  
...  
Keyword(s):  
Natural Products ◽  
Theoretical Calculation ◽  
Cd Spectra ◽  
Absolute Stereochemistry

scholarly journals Synthetic study of ravidomycin, a hybrid natural product

2000 ◽  
Vol 72 (9) ◽  
pp. 1783-1786 ◽  
Author(s):  
Keisuke Suzuki
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Amino Sugar ◽  
Antitumor Antibiotics ◽  
Ready Availability ◽  
Silyl Acetals ◽  
Gilvocarcin V ◽  
Absolute Stereochemistry

Strategies and tactics associated with the total synthesis of hybrid natural products are discussed. The target is ravidomycin (2), one of the gilvocarcin-class antitumor antibiotics with an aryl C-glycoside structure. The first total synthesis of 2, which was achieved along similar lines of that of gilvocarcin V (1), served for the determination of the relative as well as the absolute stereochemistry of 2. Also revealed was a limitation of the synthetic scheme so long as the amino sugar congener was concerned. A preliminary result is discussed on the [2+2+2] approach that relies on the ready availability of various benzocyclobutene derivatives via regioselective [2+2] cycloaddition of α-alkoxybenzynes and ketene silyl acetals.

ChemInform Abstract: Absolute Stereostructure of Novel Chiral Troponoid Spiro Compounds as Determined by Theoretical Calculation of CD Spectra.

ChemInform ◽  
1987 ◽  
Vol 18 (30) ◽  
Author(s):  
N. HARADA ◽  
H. UDA ◽  
T. NOZOE ◽  
Y. OKAMOTO ◽  
H. WAKABAYASHI ◽  
...  
Keyword(s):  
Theoretical Calculation ◽  
Spiro Compounds ◽  
Cd Spectra
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