Synthesis and Structure of N-(E)-Enoyl(-)-bornane-10,2-sultams

高等学校化学研究 ›› 2001, Vol. 17 ›› Issue (1): 56-62.

Synthesis and Structure of N-(E)-Enoyl(-)-bornane-10,2-sultams

LI Yan¹, CHEN Liao-rong², ZHOU Zhong-qiang³, HUANG Jin-xia¹

1. Faculty of Chemistry and Material Science, Hubei University, Wuhan 430062, P. R. China;
2. Analysis and Testing Center, Wuhan University, Wuhan 430072, P. R. China;
3. Department of Bioengineering, Huazhong University of Science and Technology, Wuhan 430074, P. R. China

收稿日期:1999-12-16 出版日期:2001-01-24 发布日期:2011-08-04
基金资助:
Supported by the National Natural Science Foundation of China(No.29872012).

Synthesis and Structure of N-(E)-Enoyl(-)-bornane-10,2-sultams

LI Yan¹, CHEN Liao-rong², ZHOU Zhong-qiang³, HUANG Jin-xia¹

1. Faculty of Chemistry and Material Science, Hubei University, Wuhan 430062, P. R. China;
2. Analysis and Testing Center, Wuhan University, Wuhan 430072, P. R. China;
3. Department of Bioengineering, Huazhong University of Science and Technology, Wuhan 430074, P. R. China

Received:1999-12-16 Online:2001-01-24 Published:2011-08-04
Supported by:
Supported by the National Natural Science Foundation of China(No.29872012).

摘要/Abstract

摘要： Two potential chiral auxiliaries, N-(E)-enoyl(-)-bornane-10,2-sultams, were synthesized from (-)-bornane-10,2-sultams. The molecular crystal structures of the title compounds were determined by diffraction analysis. The crystal of C₁₆O₃SNH₂₅ belongs to a rhombic system, the space group is P2₁2₁2₁ with cell parameters: a=0.734 6(7) nm, b=1.142 7(3) nm, c=2.009 7(3) nm, β=90.00°, V=1.686 9 nm³, Z=4, D_c=1.250 g/cm³, μ=1.926 cm^-1 and F(000)=672. The crystal of C₁₅O₃SNH₂₃ belongs to a rhombic system, the space group is P2₁2₁2₁ with cell parameters: a=0.738 2(2) nm, b=0.921 6(1) nm, c=2.280 9(8) nm, β=90.00°, V=1.551 7 nm³, Z=4, D_c=1.273 g/cm³, μ=2.504 cm^-1 and F(000)=640. The structural characteristics with respect to the potential utility for the stereoselective Michael addition reaction of the N-enoyl group are discussed.

关键词: N-(E)-Enoyl(-)-bornane-10, 2-sultam, Crystal structure, Michael addition

Abstract: Two potential chiral auxiliaries, N-(E)-enoyl(-)-bornane-10,2-sultams, were synthesized from (-)-bornane-10,2-sultams. The molecular crystal structures of the title compounds were determined by diffraction analysis. The crystal of C₁₆O₃SNH₂₅ belongs to a rhombic system, the space group is P2₁2₁2₁ with cell parameters: a=0.734 6(7) nm, b=1.142 7(3) nm, c=2.009 7(3) nm, β=90.00°, V=1.686 9 nm³, Z=4, D_c=1.250 g/cm³, μ=1.926 cm^-1 and F(000)=672. The crystal of C₁₅O₃SNH₂₃ belongs to a rhombic system, the space group is P2₁2₁2₁ with cell parameters: a=0.738 2(2) nm, b=0.921 6(1) nm, c=2.280 9(8) nm, β=90.00°, V=1.551 7 nm³, Z=4, D_c=1.273 g/cm³, μ=2.504 cm^-1 and F(000)=640. The structural characteristics with respect to the potential utility for the stereoselective Michael addition reaction of the N-enoyl group are discussed.

Key words: N-(E)-Enoyl(-)-bornane-10, 2-sultam, Crystal structure, Michael addition

LI Yan, CHEN Liao-rong, ZHOU Zhong-qiang, HUANG Jin-xia. Synthesis and Structure of N-(E)-Enoyl(-)-bornane-10,2-sultams[J]. 高等学校化学研究, 2001, 17(1): 56-62.

LI Yan, CHEN Liao-rong, ZHOU Zhong-qiang, HUANG Jin-xia. Synthesis and Structure of N-(E)-Enoyl(-)-bornane-10,2-sultams[J]. Chemical Research in Chinese Universities, 2001, 17(1): 56-62.

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Synthesis and Structure of N-(E)-Enoyl(-)-bornane-10,2-sultams

Synthesis and Structure of N-(E)-Enoyl(-)-bornane-10,2-sultams

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