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- W2949967991 abstract "A convergent total synthesis of 13-hydroxyisocyclocelabenzine was developed. (3S)-Methyl 3-amino-3-phenylpropanoate (4) was used as the chiral building block. The 3,4-dihydro-4-hydroxyisoquinolin-1(2H)-one derivative (5), the key fragment for the total synthesis, was prepared by a novel base-catalyzed lactone-lactam ring enlargement (Scheme 3). The resulting target C(13) epimers 3a/3b from macrocyclization (Scheme 4) were separated by repeated flash chromatography. The absolute configuration of the synthetic alkaloid was determined by an X-ray crystal-structure analysis, which enabled us to determine the absolute configuration (9S,13R) for natural 3a with positive [α]D." @default.
- W2949967991 created "2019-06-27" @default.
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- W2949967991 date "2003-07-22" @default.
- W2949967991 modified "2023-09-27" @default.
- W2949967991 title "Total Synthesis of the Spermidine Alkaloid 13-Hydroxyisocyclocelabenzine" @default.
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- W2949967991 doi "https://doi.org/10.1002/chin.200329168" @default.
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