First Total Synthesis of Antitumor Natural Product (+)- and (−)-Pericosine A:  Determination of Absolute Stereo Structure†

2007 ◽  
Vol 72 (16) ◽  
pp. 6127-6134 ◽  
Author(s):  
Yoshihide Usami ◽  
Isao Takaoka ◽  
Hayato Ichikawa ◽  
Yusuke Horibe ◽  
Syunsuke Tomiyama ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Natural Product

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.

Total synthesis of (+)-(S)-angustureine and the determination of the absolute configuration of the natural product angustureine

2005 ◽  
Vol 16 (4) ◽  
pp. 827-831 ◽  
Author(s):  
Chumpol Theeraladanon ◽  
Mitsuhiro Arisawa ◽  
Masako Nakagawa ◽  
Atsushi Nishida
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
The Absolute

First Total Synthesis of Antitumor Natural Product (+)- and (-)-Pericosine A (I): Determination of Absolute Stereo Structure.

ChemInform ◽  
2007 ◽  
Vol 38 (52) ◽  
Author(s):  
Yoshihide Usami ◽  
Isao Takaoka ◽  
Hayato Ichikawa ◽  
Yusuke Horibe ◽  
Syunsuke Tomiyama ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Natural Product

Total Synthesis of (+)-(S)-Angustureine and the Determination of the Absolute Configuration of the Natural Product Angustureine.

ChemInform ◽  
2005 ◽  
Vol 36 (30) ◽  
Author(s):  
Chumpol Theeraladanon ◽  
Mitsuhiro Arisawa ◽  
Masako Nakagawa ◽  
Atsushi Nishida
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
The Absolute

Total synthesis of melleumins A and B and their analogs: Determination of stereochemistry and Wnt signal inhibitory activity

Planta Medica ◽  
2008 ◽  
Vol 74 (09) ◽  
Author(s):  
M Ishibashi ◽  
S Hanazawa ◽  
Y Uchino ◽  
X Li ◽  
MA Arai
Keyword(s):  
Total Synthesis ◽  
Inhibitory Activity ◽  
Wnt Signal
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