ChemInform Abstract: TOTAL SYNTHESIS OF (+)-(1,2,3/4,5)-2,3,4,5-TETRAHYDROXYCYCLOHEXANE-1-METHANOL AND (+)-(1,3/2,4,5)-5-AMINO-2,3,4-TRIHYDROXYCYCLOHEXANE-1-METHANOL ((+)-VALIDAMINE). X-RAY CRYSTAL STRUCTURE OF (3S)-(+)-2-EXO-BROMO-4,8-DIOXATRICYCLO(4.2.1

1985 ◽  
Vol 16 (32) ◽  
Author(s):  
S. OGAWA ◽  
Y. IWASAWA ◽  
T. NOSE ◽  
T. SUAMI ◽  
S. OHBA ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
X Ray

scholarly journals First Total Synthesis and Investigation of the X-ray Crystal Structure of the Pyrano[3,2-a]carbazole Alkaloid Clausenalansine A

Synthesis ◽  
2020 ◽  
Vol 53 (02) ◽  
pp. 359-364
Author(s):  
Hans-Joachim Knölker ◽  
Valerie Lösle ◽  
Olga Kataeva
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
Lewis Acid ◽  
Oxidative Cyclization ◽  
Formyl Group ◽  
Pyran Ring ◽  
X Ray ◽  
Synthetic Strategy

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.

Studies Directed Towards the Total Synthesis of Anticapsin. X-Ray Crystal-Structure of (1RS,2SR,4RS,5RS,6SR)-5-Hydroxy-2-phthalimido-1-trimethylsilyloxy-bicyclo[2.2.2]octane-2,6-carbolactone

1990 ◽  
Vol 43 (11) ◽  
pp. 1827 ◽  
Author(s):  
MJ Crossley ◽  
TW Hambley ◽  
AW Stamford
Keyword(s):  
Crystal Structure ◽  
Amino Acid ◽  
Total Synthesis ◽  
Synthetic Approach ◽  
Hydrogen Atoms ◽  
Full Matrix ◽  
X Ray ◽  
X Ray Crystallography ◽  
Relative Stereochemistry ◽  
Atomic Parameters

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.

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
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
X Ray

scholarly journals Total Synthesis and Biological Evaluation of Phaeosphaerides

Catalysts ◽  
2018 ◽  
Vol 8 (5) ◽  
pp. 206 ◽  
Author(s):  
Kenichi Kobayashi ◽  
Kosaku Tanaka ◽  
Hiroshi Kogen
Keyword(s):  
Crystal Structure ◽  
Natural Products ◽  
Total Synthesis ◽  
Structure Analysis ◽  
Endophytic Fungus ◽  
Biological Evaluation ◽  
Crystal Structure Analysis ◽  
X Ray ◽  
Structure Activity ◽  
Synthesis And Biological Evaluation

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.

Pigments of Fungi. Part 70.* Total Synthesis of (R)-Semixanthomegnin and the X-Ray Crystal Structure of (±)-7-Chloro-10-methoxy-3-methyl-3, 4-dihydro-1 H-naphtho[2,3-c]pyran-1,6,9-trione

2003 ◽  
Vol 56 (1) ◽  
pp. 49 ◽  
Author(s):  
Ann S. Cotterill ◽  
Christopher D. Donner ◽  
Melvyn Gill ◽  
Jonathan M. White
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
Single Crystal ◽  
Structure Analysis ◽  
Propylene Oxide ◽  
Cycloaddition Reaction ◽  
X Ray

(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).

An X-Ray Study of the Synthetic Intermediate 9-Cyano-1,10-Dimethyl-6-Ethylenedioxy-1-Octalin

1975 ◽  
Vol 53 (2) ◽  
pp. 192-194 ◽  
Author(s):  
Harry Lynton ◽  
Pik-Yuen Siew
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
Direct Methods ◽  
Hydrogen Atoms ◽  
Full Matrix ◽  
X Ray ◽  
Ring Junction ◽  
Cell Dimensions ◽  
R Value ◽  
Synthetic Intermediate

The crystal structure of the synthetic intermediate, 9-cyano-1,10-dimethyl-6-ethy]enedioxy-1-octalin, C15H21O2N, was solved by direct methods. The compound crystallizes in the space group p21/c with cell dimensions a = 12.282(4), b = 7.144(3), c = 15.619(5) Å, β = 104.04(1)°. Refinement was carried out isotropically for hydrogen and anisotropically for non-hydrogen atoms using full matrix least squares to an R-value of 0.043 for 1669 observed reflections.This compound, which has a cis configuration at the octalin ring junction, is a precursor to a moiety of the alkaloid thelepogine. The cis conformation is essential for total synthesis of thelopogine by this route.

Total Synthesis of (±)-Iso-trans-trikentrin B

1998 ◽  
Vol 51 (3) ◽  
pp. 177 ◽  
Author(s):  
John K. MacLeod ◽  
Annemarie Ward ◽  
Anthony C. Willis
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
Marine Sponge ◽  
Title Compound ◽  
Compound A ◽  
X Ray ◽  
Relative Stereochemistry ◽  
Synthetic Sequence

The synthesis of the title compound, a member of a family of cyclopent[g]indoles isolated from a marine sponge, is described. Most of the synthetic sequence was developed starting from the more readily available cis-1,3-dimethylindan. An X-ray crystal structure of the indanol (24), the precursor of trans-1,3-dimethylindan, confirmed its relative stereochemistry.

Syntheses in the group of Nuphar alkaloids. IV. Crystal structure and stereochemistry of synthetic (±)-3-epinupharamine

1977 ◽  
Vol 55 (17) ◽  
pp. 3111-3117 ◽  
Author(s):  
Mlchał Sabat ◽  
Tadeusz Głowiak ◽  
Jerzy Szychowski ◽  
Jerzy T. Wrôbel ◽  
Andrzej Leniewski
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
Chemical Shifts ◽  
Monoclinic Space Group ◽  
Equatorial Orientation ◽  
Methyl Group ◽  
Space Group ◽  
X Ray ◽  
Empirical Criterion ◽  
Structural Identity

Racemic 3-epinupharamine hydrobromide (C15H26BrNO2) crystals are monoclinic, space group C2/c, with a = 18.163(3), b = 13.346(2), c = 13.847(2) Å, β = 100.36(1)°, Z = 8. The X-ray analysis proved the structural identity of the compound obtained by the total synthesis with the natural 3-epinupharamine. The empirical criterion indicating the axial or equatorial orientation of the C-methyl group on the basis of the direction of changes of the chemical shifts recorded in benzene solutions does not hold for the piperidine system investigated.Les cristaux du bromhydrate d'épi-3 nupharamine racémique (C15H26BrNO2) sont monocliniques, groupe d'espace C2/c avec a = 18.163(3), b = 13.346(2), c = 13.847(2) Å, β = 100.36(1)°, Z = 8. L'analyse par rayons-X a démontré l'identité structurale du composé obtenu par synthèse totale avec l'épi-3 nupharamine naturel. Les critères empiriques permettant de déterminer l'orientation axiale ou équatoriale des groupes C-méthyles en se basant sur la direction des changements dans les déplacements chimiques enregistrés en solutions benzéniques ne peuvent être utilisés dans le système pipéridine étudié. [Traduit par le journal]

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