First total synthesis of (R,R,R)- and (3R,5S,9R)-bejarol by gold-catalyzed allene cycloisomerization and determination of absolute configuration of the natural product

2008 ◽  
Vol 6 (19) ◽  
pp. 3573 ◽  
Author(s):  
Yoshinari Sawama ◽  
Yuka Sawama ◽  
Norbert Krause
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
Determination Of Absolute Configuration

(-)-Strempeliopine, stereoselective total synthesis and the determination of absolute configuration

1986 ◽  
Vol 51 (8) ◽  
pp. 1731-1742 ◽  
Author(s):  
Josef Hájíček ◽  
Jan Trojánek
Keyword(s):  
Circular Dichroism ◽  
Total Synthesis ◽  
Absolute Configuration ◽  
Determination Of Absolute Configuration ◽  
Natural Base ◽  
The Absolute ◽  
Circular Dichroïsm

A synthesis of (±)-strempeliopine (II) is described, the key step of which is the stereoselective reductive rearrangement of 18-methylene-1,2-dehydroaspidospermidine (XI). The absolute configuration of the natural (-)-base II was determined as (2S, 7R, 20R, 21R) on the basis of its synthesis from (+)-18-methylenevincadifformine (XVII) the configuration of which was derived from a comparison of circular dichroism properties of bases with a β-anilinoacrylate chromophore. The biogenesis of the alkaloids of the schizozygane type is discussed.

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

Determination of absolute configuration of trimeric indole alkaloid, psychotrimine, by first asymmetric total synthesis

2010 ◽  
Vol 46 (14) ◽  
pp. 2501 ◽  
Author(s):  
Nobuaki Takahashi ◽  
Takeshi Ito ◽  
Yohei Matsuda ◽  
Noriyuki Kogure ◽  
Mariko Kitajima ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Absolute Configuration ◽  
Indole Alkaloid ◽  
Asymmetric Total Synthesis ◽  
Determination Of Absolute Configuration

ChemInform Abstract: Determination of Absolute Configuration of Trimeric Indole Alkaloid, Psychotrimine, by First Asymmetric Total Synthesis.

ChemInform ◽  
2010 ◽  
Vol 41 (32) ◽  
pp. no-no
Author(s):  
Nobuaki Takahashi ◽  
Takeshi Ito ◽  
Yohei Matsuda ◽  
Noriyuki Kogure ◽  
Mariko Kitajima ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Absolute Configuration ◽  
Indole Alkaloid ◽  
Asymmetric Total Synthesis ◽  
Determination Of Absolute Configuration
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