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- W2950823066 endingPage "510" @default.
- W2950823066 startingPage "490" @default.
- W2950823066 abstract "An enantioselective approach to construction of the complex framework of the CP compounds is presented. The synthesis relies on initial elaboration of the two sidechains. The upper appendage was asymmetrically dihydroxylated with both AD-mix reagents in order to lend flexibility to the scheme and provide the necessary handle for evolving the additional stereogenic centers. These fragments were linked to benzoic acid via Birch reduction-alkylation and subsequent cuprate addition. A series of functionalization reactions including dissolving metal reduction, Claisen rearrangement, iodolactonization, regioselective epoxide cleavage-oxidation, and intramolecular Wadsworth-Emmons cyclization took advantage of highly efficient stereocontrol. However, this flexibility was thwarted when deprotonation of a penultimate intermediate failed to be regioselective in the proper direction." @default.
- W2950823066 created "2019-06-27" @default.
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- W2950823066 date "2000-01-01" @default.
- W2950823066 modified "2023-10-09" @default.
- W2950823066 title "Studies Toward an Asymmetric Synthesis of CP-263,114 and CP-225,917" @default.
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- W2950823066 doi "https://doi.org/10.1135/cccc20000490" @default.
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