Enantioselective Syntheses of Pachastrissamine and Jaspine AviaHydroxylactonization of a Chiral Epoxy Ester
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چکیده
منابع مشابه
Enantioselective syntheses of pachastrissamine and jaspine A via hydroxylactonization of a chiral epoxy ester.
A new enantioselective total synthesis of pachastrissamine (jaspine B) was achieved from a known alpha,beta-unsaturated aldehyde by utilizing Córdova's asymmetric epoxidation as the chirality-inducing step. The 2,3-cis stereochemistry of pachastrissamine was established via intramolecular epoxide ring opening of a gamma,delta-epoxy-alpha,beta-unsaturated ester intermediate coupled with oxy-Mich...
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The distribution behavior of ofloxacin enantiomers was examined in the aqueous and organic solvent of a two-phase system containing chiral selector L-tartarate. The effect of extraction equilibrium time, buffer pH, organic solvents and length of alkyl chain of L-tartarate on the partition coefficients and enantioselectivity of racemic ofloxacin were investigated, respectively. The L-tartara...
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A practical stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (jaspine B) was achieved in 48% overall yield from D-(-)-tartaric acid. Key features of the sequence include the diastereoselective formation of a tetrol with three contiguous chiral centers, which was further elaborated to pachastrissamine. The synthetic route is operationally simple, diastereoselective...
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ژورنال
عنوان ژورنال: Bioscience, Biotechnology, and Biochemistry
سال: 2010
ISSN: 0916-8451,1347-6947
DOI: 10.1271/bbb.90670