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Citation: MA Yin-Jian, ZHU Hong, LI Xue-Qiang. Facile One-pot Synthesis of Chiral Oxime Ether[J]. Chinese Journal of Applied Chemistry, ;2007, 24(9): 1013-1017. shu

Facile One-pot Synthesis of Chiral Oxime Ether

1.
Department of Chemistry and Key Laboratory of Natural Gas Conversion, Ningxia University, Yinchuan 750021

Corresponding author: LI Xue-Qiang,
Received Date: 8 October 2006
Available Online: 10 January 2007
Fund Project: 教育部科技研究重点(203143) (203143)宁夏自然科学基金(NZ0606) (NZ0606)宁夏教育厅自然科学基金(2005) (2005)宁夏大学自然科学基金(2001) (2001)宁夏大学能源化工重点实验室开放基金(2004)资助项目 (2004)

We have discovered a novel three-component reaction yielding 6 chiral oxime ether 5-(S)-menthyloxy-4-oxime ether-3-bromo-2(5H)-furanone(12a~12f) in a one-pot procedure with chiral-5-menthyloxy-3,4-dibrome-2(5H)-furanone, aldehyde, hydroxylamine hydrochloride, and the yield is 50%~80%. Due to the special structure and the presence of nitrogen atom, those compounds can be used for many reaction and provide a kind of feasible approach for the synthesis and study of chiral chelate compound and chiral oxime ether. The target compounds were characterized by IR, ¹H NMR, ¹³C NMR and HRMS.
- aldehyde,
- hydroxylamine hydrochloride,
- chiral (S)-(menthyloxy)-dihalo-(H)-furanone,
- oxime ether
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