Michael Addition-elimination Reactions of Chiral-5-Alkoxy-3,4-dihalo-2(5H)-Furanones in DMF

Chem. J. Chinese Universities ›› 2001, Vol. 22 ›› Issue (1): 78.

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Michael Addition-elimination Reactions of Chiral-5-Alkoxy-3,4-dihalo-2(5H)-Furanones in DMF

LI Xue-Qiang¹, GONG Bo-Lin¹, WANG Feng-Rong¹, CHEN Qing-Hua², WANG Zhi-Dan²

1. Department of Chemistry & Chemical Engineering, Ningxia University, Yinchuan 750021, China;
2. Department of Chemistry, Beijing Normal University, Beijing 100875, China

Received:2000-01-15 Online:2001-01-24 Published:2001-01-24

Abstract

Abstract: In this paper, we report the tandem Michael addition-elimination reactions of chiral 5-alkoxy-3,4-dihalo-2(5H)-furanones with DMF by the catalyst of metal sodium. The optically pure 5-(S)-alkoxy-4-N,N-dimethyl-3-halo-2(5H)-furanones 6a-6d were identified on the basis of their analytical data, such as [α]_D²⁰, UV, IR, ¹H NMR, ¹³C NMR, MSand elemental analysis.

Key words: Dimethyl formamide, Michael addition-elimination, Sodium, Chiral-5-alkoxy-3,4-dihalo-2(5H)-furanones

CLC Number:

O626

TrendMD:

LI Xue-Qiang, GONG Bo-Lin, WANG Feng-Rong, CHEN Qing-Hua, WANG Zhi-Dan . Michael Addition-elimination Reactions of Chiral-5-Alkoxy-3,4-dihalo-2(5H)-Furanones in DMF[J]. Chem. J. Chinese Universities, 2001, 22(1): 78.

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Michael Addition-elimination Reactions of Chiral-5-Alkoxy-3,4-dihalo-2(5H)-Furanones in DMF

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