| Synthesis of function-oriented 2-phenyl-2H-chromene derivatives using L-pipecolinic acid and substituted guanidine organocatalysts. | |
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MedLine Citation:
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PMID: 21785516 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Organocatalytic domino oxa-Michael/aldol reactions between salicylaldehyde with electron deficient olefins are presented. We screened guanidine, 1,1,3,3-tetramethylguanidine (TMG) and L-pipecolinic acid as organocatalysts for this transformation. 3-Substituted 2-phenyl-2H-chromene derivatives are synthesized with high yields and with poor enantioselectivity (5-17% ee) using L-pipecolinic acid while TMG works well with cinnamaldehyde without using co-catalyst. These 3-substituted-2-phenyl-2H-chromene derivatives are further derivatized to synthesize triazole and biotin-containing chromene derivatives, to facilitate purification of protein targets. |
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Authors:
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Bhaskar C Das; Seetaram Mohapatra; Philip D Campbell; Sabita Nayak; Sakkarapalayam M Mahalingam; Todd Evans |
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Publication Detail:
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Type: JOURNAL ARTICLE |
Journal Detail:
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Title: Tetrahedron letters Volume: 51 ISSN: 0040-4039 ISO Abbreviation: - Publication Date: 2010 May |
Date Detail:
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Created Date: 2011-7-25 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2984819R Medline TA: Tetrahedron Lett Country: - |
Other Details:
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Languages: ENG Pagination: 2567-2570 Citation Subset: - |
Affiliation:
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Department of Nuclear Medicine, Albert Einstein College of Medicine, Bronx, NY 10461, USA. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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| Grant Support | |
ID/Acronym/Agency:
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R37 HL056182-15//NHLBI NIH HHS |
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