Journal ArticleDOI
Determination of Absolute Configuration of Stereogenic Carbinol Centers in Annonaceous Acetogenins by 1H- and 19F-NMR Analysis of Mosher Ester Derivatives
Matthew J. Rieser,Matthew J. Rieser,Yu Hua Hui,Yu Hua Hui,J. Kent Rupprecht,J. Kent Rupprecht,John F. Kozlowski,John F. Kozlowski,Karl V. Wood,Karl V. Wood,Jerry L. McLaughlin,Jerry L. McLaughlin,Paul R. Hanson,Zhiping Zhuang,Thomas R. Hoye +14 more
TLDR
The absolute configuration of the stereogenic carbinol centers in nine annonaceous acetogenins has been determined by careful 1 H- and 19 F-NMR analysis of (S)- and (R)-Mosher ester [methoxy(trifluoromethyl)phenylacetate or MTPA] derivatives as mentioned in this paper.Abstract:
The absolute configuration of the stereogenic carbinol centers in nine annonaceous acetogenins has been determined by careful 1 H- and 19 F-NMR analysis of (S)- and (R)-Mosher ester [methoxy(trifluoromethyl)phenylacetate or MTPA] derivatives. These acetogenins include five adjacent bis-tetrahydrofuran acetogenins [uvaricin (3), bullatacin (4), bullatacinone (5), asimicin (6), and rolliniastatin 1 (7)] and four mono-tetrahydrofuran acetogenins [reticulatacin (8), isoannonacin-10-one (9), annonacin-10-one (10), and annonacin (11)]read more
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The assignment of absolute configuration by NMR
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Annonaceous Acetogenins: Recent Progress
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New Chemical Constituents of Euphorbia quinquecostata and Absolute Configuration Assignment by a Convenient Mosher Ester Procedure Carried Out in NMR Tubes
Bao Ning Su,Eun Jung Park,Zakaria H. Mbwambo,Bernard D. Santarsiero,Andrew D. Mesecar,Harry H. S. Fong,John M. Pezzuto,A. Douglas Kinghorn +7 more
TL;DR: Two new compounds, an ent-isopimarane-type diterpene, 3alpha,12alpha-dihydroxy-ent-8(14),15- isopimaradien-18-al (1), and a dihydrobenzo[b]furan neolignan, (-)-trans-9-acetyl-4,9'-di-O-methyl-3'-de-O