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- W3147693351 abstract "Phenylglycine 1 as a representative of natural resourceful a-amino acid was modified by reduction and protection of functional group to afford the amino alcohol as a chiral building block 3. A new chiral compound, the chiral building block/spiro-cyclopropane derivative containing four stereogenic centers, compound 7, has been obtained in 52% yield with de≥98% via the tandem double Michael addition/internal nucleophilic substitution under mild condition of 5-l-menthyloxy-3-bromo-2-(5H)-furanone 4 with the nucleophilic reagent, the amino alcohol 3. The new chiral compound 7 is identified on the basis of its analytical data and spectroscopic data, such as UV, IR, 1H NMR, 13C NMR, MS and elementary analysis. The absolute configuration of the interesting spiro-cyclopropanes 7 was established by X-ray crystallography. This result can provide new route and method for the introduction of chiral building block and the important synthetic strategy in synthesis of some complex molecules containing spiro-cyclopropa" @default.
- W3147693351 created "2021-04-13" @default.
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- W3147693351 date "2001-01-01" @default.
- W3147693351 modified "2023-09-23" @default.
- W3147693351 title "Application of modified amino acid as a chiral building block in asymmetric synthesis" @default.
- W3147693351 hasPublicationYear "2001" @default.
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