Asymmetric rearrangement of racemic epoxides catalyzed by chiral Brønsted acidsElectronic supplementary information (ESI) available: The characterization and data for the determination of enantiomeric excess of products along with the NMR spectra. See DOI: 10.1039/c3ob27285k

This paper describes a chiral Brønsted acid catalyzed asymmetric 1,2-rearrangement of racemic epoxides via a hydrogen-shift process for the synthesis of chiral aldehydes, and, followed by a reduction, a variety of optically active alcohols can be furnished in moderate yields with up to 50% ee. Espec...

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Hauptverfasser: Zhuang, Minyang, Du, Haifeng
Format: Artikel
Sprache:eng
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Zusammenfassung:This paper describes a chiral Brønsted acid catalyzed asymmetric 1,2-rearrangement of racemic epoxides via a hydrogen-shift process for the synthesis of chiral aldehydes, and, followed by a reduction, a variety of optically active alcohols can be furnished in moderate yields with up to 50% ee. Especially, a facile one-pot synthesis of chiral alcohols directly from simple alkenes by a sequential epoxidation, rearrangement, and reduction has also been realized. An asymmetric 1,2-rearrangement of racemic epoxides via a hydrogen-shift process was realized to furnish chiral alcohols with up to 50% ee.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob27285k