ChemInform Abstract: Asymmetric Total Synthesis and X-Ray Crystal Structure of the Cytotoxic Marine Diterpene (+)-Vigulariol.

ChemInform ◽  
2008 ◽  
Vol 39 (25) ◽  
Author(s):  
Jochen Becker ◽  
Klaus Bergander ◽  
Roland Froehlich ◽  
Dieter Hoppe
2008 ◽  
Vol 47 (9) ◽  
pp. 1654-1657 ◽  
Author(s):  
Jochen Becker ◽  
Klaus Bergander ◽  
Roland Fröhlich ◽  
Dieter Hoppe

Synthesis ◽  
2020 ◽  
Vol 53 (02) ◽  
pp. 359-364
Author(s):  
Hans-Joachim Knölker ◽  
Valerie Lösle ◽  
Olga Kataeva

AbstractWe describe the first total synthesis of the recently discovered pyrano[3,2-a]carbazole alkaloid clausenalansine A. The synthetic strategy for the construction of this formylpyrano[3,2-a]carbazole is based on a sequence of Buchwald–Hartwig coupling, palladium(II)-catalyzed oxidative cyclization, Lewis acid promoted annulation of the pyran ring, and chemoselective oxidation of a methyl to a formyl group.


1990 ◽  
Vol 43 (11) ◽  
pp. 1827 ◽  
Author(s):  
MJ Crossley ◽  
TW Hambley ◽  
AW Stamford

The relative stereochemistry of methyl 2-phthalimido-1- trimethylsilyloxybicyclo[2.2.2]oct-5-ene-2-carboxylate (9) and its 5,6-epoxide (10), intermediates in a synthetic approach to the amino acid antibiotic anticapsin, were established by the TiCl4-mediated cyclization of (10) to the carbolactone (12); the structure of which was proved by single-crystal X-ray crystallography. Full-matrix least- squares refinement of all atomic parameters with individual isotropic thermal parameters for the hydrogen atoms by using 1446 reflections converged at R 0.036. Crystals of (12) are monoclinic, P21/c, a 12.342(3), b 12.239(2), c 13.405(3) Ǻ, β 99.34(2)°, Z 4.


1993 ◽  
Vol 58 (25) ◽  
pp. 7209-7215 ◽  
Author(s):  
Gary H. Posner ◽  
Haiyan Dai ◽  
Kamyar Afarinkia ◽  
N. Narasimha Murthy ◽  
Kate Z. Guyton ◽  
...  

Catalysts ◽  
2018 ◽  
Vol 8 (5) ◽  
pp. 206 ◽  
Author(s):  
Kenichi Kobayashi ◽  
Kosaku Tanaka ◽  
Hiroshi Kogen

This article reviews studies regarding the total synthesis of phaeosphaerides A and B, nitrogen-containing bicyclic natural products isolated from an endophytic fungus. Numerous synthetic efforts and an X-ray crystal structure analysis of phaeosphaeride A have enabled revision of its originally proposed structure. In addition, a successful protic acid-mediated transformation of phaeosphaeride A to phaeosphaeride B revealed the hypothetical biosynthesis of phaeosphaeride B from phaeosphaeride A. Structure–activity relationship studies of phaeosphaeride derivatives are also discussed.


2003 ◽  
Vol 56 (1) ◽  
pp. 49 ◽  
Author(s):  
Ann S. Cotterill ◽  
Christopher D. Donner ◽  
Melvyn Gill ◽  
Jonathan M. White

(R)-Semixanthomegnin (8), which has been converted by others to the mould metabolite (3R,3′ R)-xanthomegnin (9), is prepared in seven steps from (R)-propylene oxide (16). A single-crystal X-ray structure analysis of (±)-7-chloro-10-methoxy-3-methyl-3,4-dihydro-1H-naphtho[2,3-c]pyran-1,6,9-trione (25) confirms the regiochemistry of the cycloaddition reaction between 2,5-dichloro-1,4-benzoquinone and the new, highly oxygenated, chiral butadiene derivative (2).


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