Enantioselective total synthesis and confirmation of the absolute and relative stereochemistry of streptorubin B

Journal of the American Chemical Society

Volumn 133, Issue 6, 2011, Pages 1799-1804

  Hu, Dennis X ^a   Clift, Michael D ^a   Lazarski, Kiel E ^a   Thomson, Regan J ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ABSOLUTE STEREOCHEMISTRY; CD SPECTRA; COPE REARRANGEMENT; ENANTIOSELECTIVE; ENANTIOSELECTIVE TOTAL SYNTHESIS; NATURAL PRODUCTS; ONE POT; SIDE CHAINS;

STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

X RAY CRYSTALLOGRAPHY;

BUTANE; NATURAL PRODUCT; PYRROLE DERIVATIVE; STREPTORUBIN B; UNCLASSIFIED DRUG;

ARTICLE; CIRCULAR DICHROISM; CONTROLLED STUDY; COPE REARRANGEMENT; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOSELECTIVITY; ISOMERIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMERIZATION; STEREOCHEMISTRY; WITTIG REACTION; X RAY CRYSTALLOGRAPHY;

BIOLOGICAL AGENTS; CHEMISTRY TECHNIQUES, SYNTHETIC; PRODIGIOSIN; STEREOISOMERISM; SUBSTRATE SPECIFICITY;

EID: 79951521145     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja109165f     Document Type: Article

References (38)

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33. See the Supporting Information for full details regarding the measurement and calculation of this activation energy.
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38. Challis and co-workers came to the same conclusion on the basis of their own studies of the biosynthesis of streptorubin B (private communication).