Efficient and Regioselective Synthesis of 5-Hydroxy-2-isoxazolines: Versatile Synthons for Isoxazoles, β-Lactams, and γ-Amino Alcohols

An efficient and highly regioselective protocol was developed for the preparation of 5-hydroxy-2-isoxazolines, which have been proved to be versatile synthons for isoxazles, β-hydroxy oximes, and γ-amino alcohols. β-Lactams, commonly embedded in the skeletons of bioactive natural products, were also...

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Veröffentlicht in:Journal of organic chemistry 2010-03, Vol.75 (6), p.1961-1966
Hauptverfasser: Tang, Shibing, He, Jinmei, Sun, Yongquan, He, Liuer, She, Xuegong
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Sprache:eng
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Zusammenfassung:An efficient and highly regioselective protocol was developed for the preparation of 5-hydroxy-2-isoxazolines, which have been proved to be versatile synthons for isoxazles, β-hydroxy oximes, and γ-amino alcohols. β-Lactams, commonly embedded in the skeletons of bioactive natural products, were also synthesized in two steps from β-hydroxy oximes, providing a new strategy for the synthesis of this kind of compounds.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo1000065