A New Asymmetric Synthesis of (+)-(3R,4S,5R,7S)-Neoclausenamide via Intramolecular Nucleophilic Attack of Carbon Anion onto Cyclic Sulfate

Jian Qiang WANG Zhu Shou LUO Wei Sheng TIAN

引用本文: Jian Qiang WANG,  Zhu Shou LUO,  Wei Sheng TIAN. A New Asymmetric Synthesis of (+)-(3R,4S,5R,7S)-Neoclausenamide via Intramolecular Nucleophilic Attack of Carbon Anion onto Cyclic Sulfate[J]. Chinese Chemical Letters, 1997, 8(4): 281-284. shu
Citation:  Jian Qiang WANG,  Zhu Shou LUO,  Wei Sheng TIAN. A New Asymmetric Synthesis of (+)-(3R,4S,5R,7S)-Neoclausenamide via Intramolecular Nucleophilic Attack of Carbon Anion onto Cyclic Sulfate[J]. Chinese Chemical Letters, 1997, 8(4): 281-284. shu

A New Asymmetric Synthesis of (+)-(3R,4S,5R,7S)-Neoclausenamide via Intramolecular Nucleophilic Attack of Carbon Anion onto Cyclic Sulfate

摘要: An intramolecular nucleophilic substitution of carbon anion to cyclic sulfate was first employed in asymmetric synthesis of (+)-(3R,4S,5R,7S)-neoclausenamide 1 which is a novel hepatoprotective lactam isolated from the dry leaves of Chinese folk medicine Clausena lansium (Lour) Skeel.The regioselectivity of β-attack to this cyclic sulfate,just like its epoxide counterpart,was attributed to the increased reactivity of β-position by the phenyl group.

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  • 收稿日期:  1996-12-17
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    沈阳化工大学材料科学与工程学院 沈阳 110142

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