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Angewandte Chemie - International Edition

Volumn 47, Issue 9, 2008, Pages 1654-1657

Asymmetric total synthesis and X-ray crystal structure of the cytotoxic marine diterpene (+)-vigulariol

(4) Becker, Jochen a Bergander, Klaus a Fröhlich, Roland a Hoppe, Dieter a

a UNIVERSITY OF MÜNSTER (Germany)

Author keywords

Asymmetric synthesis; Carbamates; Homoaldol reactions; Metathesis; Total synthesis

Indexed keywords

OLEFINS; ORGANIC COMPOUNDS; POWDERS;

ASYMMETRIC SYNTHESIS; CARBAMATES; HOMOALDOL REACTIONS; METATHESIS; TOTAL SYNTHESIS;

CRYSTAL STRUCTURE;

DITERPENE; ETHER DERIVATIVE; MARINE TOXIN; UNCLASSIFIED DRUG; VIGULARIOL;

ARTICLE; CHEMISTRY; CRYSTALLIZATION; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CRYSTALLIZATION; CRYSTALLOGRAPHY, X-RAY; DITERPENES; ETHERS, CYCLIC; MARINE TOXINS; STEREOISOMERISM;

EID: 41049115005 PISSN: 14337851 EISSN: None Source Type: Journal
DOI: 10.1002/anie.200704678 Document Type: Article

Times cited : (47)

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59
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- X-ray crystal structure analysis for, -1: C20H 32O3, Mr, 320.46, colorless crystal 0.20 x 0.08 x 0.08 mm3, a, 9.0189(1, b, 10.6042(1, c, 9.7714(1) Å, β, 97.051(1)°, V, 927.45(2) Å3, ρcalc, 1.148 gcm-3, μ, 0.589 mm-1, empirical absorption correction (0.891 ≤ T ≤ 0.954, Z, 2, monoclinic, space group P21 (No. 4, λ, 1.54178 Å, T, 223 K, ω and φ scans, 5758 reflections collected (±h, ±k, ±l, sinθ)/λ, 0.60 Å-1, 2252 independent (Rint, 0.079) and 2049 observed reflections [I ≥ 2σ(I, 213 refined parameters, R, 0.058, wR 2, 0.161, Flack parameter 0.1(4, max. residual electron density 0.23, 0.20) e
- -3, hydrogen atoms calculated and refined as riding atoms.

60
- 0031059866
- The data set was collected with a Nonius KappaCCD diffractometer. Programs used: data collection COLLECT (Nonius B. V., 1998), data reduction Denzo-SMN (Z. Otwinowski, W. Minor, Methods Enzymol. 1997, 276, 307-326),
- The data set was collected with a Nonius KappaCCD diffractometer. Programs used: data collection COLLECT (Nonius B. V., 1998), data reduction Denzo-SMN (Z. Otwinowski, W. Minor, Methods Enzymol. 1997, 276, 307-326),

61
- 0038414570
- absorption correction Denzo (Z. Otwinowski, D. Borek, W. Majewski, W. Minor, Acta Crystallogr. Sect. A 2003, 59, 228-234),
- absorption correction Denzo (Z. Otwinowski, D. Borek, W. Majewski, W. Minor, Acta Crystallogr. Sect. A 2003, 59, 228-234),

62
- 84943920736
- structure solution SHELXS-97 (G. M. Sheldrick, Acta Crystallogr. Sect. A 1990, 46, 467-473), structure refinement SHELXL-97 (G. M. Sheldrick, Universität Göttingen, 1997), graphics SCHAKAL (E. Keller, Universität Freiburg, 1997). CCDC-663250 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
- structure solution SHELXS-97 (G. M. Sheldrick, Acta Crystallogr. Sect. A 1990, 46, 467-473), structure refinement SHELXL-97 (G. M. Sheldrick, Universität Göttingen, 1997), graphics SCHAKAL (E. Keller, Universität Freiburg, 1997). CCDC-663250 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.

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