引用本文:
Xiao Pei GUAN, Jian Guang SUN, Yong Zhong YU. Base-Catalyzed Rearrangement of 11-Isopropylidene-anti-4,5-Epoxy-endo-Tricyclo［6. 2. 1. 02,7］ Undeca-4,9-Diene-3,6-Dione[J]. Chinese Chemical Letters,
1996, 7(10): 902-904.
Citation: Xiao Pei GUAN, Jian Guang SUN, Yong Zhong YU. Base-Catalyzed Rearrangement of 11-Isopropylidene-anti-4,5-Epoxy-endo-Tricyclo［6. 2. 1. 02,7］ Undeca-4,9-Diene-3,6-Dione[J]. Chinese Chemical Letters, 1996, 7(10): 902-904.
Citation: Xiao Pei GUAN, Jian Guang SUN, Yong Zhong YU. Base-Catalyzed Rearrangement of 11-Isopropylidene-anti-4,5-Epoxy-endo-Tricyclo［6. 2. 1. 02,7］ Undeca-4,9-Diene-3,6-Dione[J]. Chinese Chemical Letters, 1996, 7(10): 902-904.
Base-Catalyzed Rearrangement of 11-Isopropylidene-anti-4,5-Epoxy-endo-Tricyclo［6. 2. 1. 02,7］ Undeca-4,9-Diene-3,6-Dione
摘要:
Treatment of 11-isopropylidene-anti-4, 5-epoxy-endo-tricyclo[6.2.1.02,7] undeca-4, 9-diene-3, 6-dione(6) with methanolic sodium hydroxide results in Favorskii-type ring contraction with concomitant Cope rearrangement and Haller-Bauer cleavage, thereby affording dimethyl-9-isopropxlidene-cis-bicyclo[4.3.0] nonane-(2S)-2, 3-dicarboxylate (7) as the ultimate product.The structure of 7 was confirmed by single crystal X-ray analysis.
English
Base-Catalyzed Rearrangement of 11-Isopropylidene-anti-4,5-Epoxy-endo-Tricyclo［6. 2. 1. 02,7］ Undeca-4,9-Diene-3,6-Dione
Abstract:
Treatment of 11-isopropylidene-anti-4, 5-epoxy-endo-tricyclo[6.2.1.02,7] undeca-4, 9-diene-3, 6-dione(6) with methanolic sodium hydroxide results in Favorskii-type ring contraction with concomitant Cope rearrangement and Haller-Bauer cleavage, thereby affording dimethyl-9-isopropxlidene-cis-bicyclo[4.3.0] nonane-(2S)-2, 3-dicarboxylate (7) as the ultimate product.The structure of 7 was confirmed by single crystal X-ray analysis.
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