Synthesis of new chiral 1,2,3,4-tertrahydroisoquinoline β-amino alcohol for asymmetric diethylzinc addition to aryl aldehydes (I) |
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Authors: | Geng Xu Zhan Zhu Liu |
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Affiliation: | Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine (Peking Union Medical College), Ministry of Education, Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100050, China |
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Abstract: | Four new chiral 1,2,3,4-tetrahydroisoquinoline-derived β-amino alcohols were synthesized from commercially available L-DOPA.These ligands were evaluated in the asymmetric addition of diethylzinc to benzaldehydes and showed different catalytic activities (up to 86% ee).The solvent played an important role in the enantioselective process.The transition state models were proposed to explain the reversion of the product configuration. |
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Keywords: | Tetrahydroisoquinoline Diethylzinc Asymmetric addition |
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