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- W2904339569 abstract "A meta-substituted aminocalix[4]arene 4 immobilized in the cone conformation was prepared via mercuration of the starting tetra-propoxy derivative, followed by nitrosation and reduction reactions. Acylation of the amino group by chiral amino acid residues ((S)-N-trifluoroacetyl-Ala or (S)-N-trifluoroacetyl-Phe) allowed for the preparation of diastereomeric amides that were separated by preparative TLC on silica gel. Subsequent cyclization under Bischler-Napieralski reaction conditions yielded calixarenes 7b and 7c bearing an oxazole moiety in the meta position instead of the expected upper rim-bridged compounds. The reaction sequence represents a straightforward approach towards enantiomerically pure inherently chiral calix[4]arene derivatives (without HPLC separation steps). The absolute configuration of the enantiomers were confirmed by single crystal structure determination (X-ray)." @default.
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- W2904339569 date "2019-01-01" @default.
- W2904339569 modified "2023-10-18" @default.
- W2904339569 title "Synthesis of enantiomerically pure inherently chiral calix[4]arenes using the meta-substitution strategy" @default.
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- W2904339569 doi "https://doi.org/10.1016/j.tetlet.2018.12.026" @default.
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