Tetrahedron: Asymmetry

Stereodivergent approach to both syn-and anti-isomers of γ-amino-β-hydroxy acids:(3S, 4S)-and (3R, 4S)-AHPPA derivatives

D Yoo, J Song, MS Kang, ES Kang, YG Kim

文献索引：Yoo, Dongwon; Song, Jeeyun; Kang, Moon Sung; Kang, Eun-Sil; Kim, Young Gyu Tetrahedron Asymmetry, 2011 , vol. 22, # 16-17 p. 1700 - 1704

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被引用次数: 6

摘要

A stereodivergent approach employing an N-hydroxymethyl group has been utilized to produce both diastereomeric derivatives of (3S, 4S)-AHPPA 3 and (3R, 4S)-AHPPA 4, via an intramolecular conjugate addition and an intramolecular epoxidation, respectively. The selectivity of the intramolecular conjugate addition was more than 10: 1 while that of the intramolecular epoxidation was more than 1: 20.