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高效、区域选择性合成 5-羟基-2-异恶唑啉:异恶唑、β-内酰胺和γ-氨基醇的多功能合成子。

Efficient and regioselective synthesis of 5-hydroxy-2-isoxazolines: versatile synthons for isoxazoles, beta-lactams, and gamma-amino alcohols.

机构信息

State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China.

出版信息

J Org Chem. 2010 Mar 19;75(6):1961-6. doi: 10.1021/jo1000065.

Abstract

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, beta-hydroxy oximes, and gamma-amino alcohols. Beta-lactams, commonly embedded in the skeletons of bioactive natural products, were also synthesized in two steps from beta-hydroxy oximes, providing a new strategy for the synthesis of this kind of compounds.

摘要

开发了一种高效且高度区域选择性的方法来制备 5-羟基-2-异恶唑啉,已证明它们是异恶唑、β-羟基肟和γ-氨基醇的多功能合成子。β-内酰胺通常嵌入生物活性天然产物的骨架中,也可以通过β-羟基肟两步合成,为这类化合物的合成提供了新策略。

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