| Regioselective ring-opening of amino acid-derived chiral aziridines: an easy access to cis-2,5-disubstituted chiral piperazines. | |
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MedLine Citation:
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PMID: 21077094 Owner: NLM Status: In-Process |
Abstract/OtherAbstract:
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An efficient four-step synthetic strategy for cis-2,5-disubstituted chiral piperazines derived from amino-acid-based aziridines is described. The key steps in this strategy are the highly regioselective boron trifluoride diethyl etherate (BF(3)·OEt(2))-mediated ring-opening of less-reactive N-Ts chiral aziridines by α-amino acid methyl ester hydrochloride followed by Mitsunobu cyclization. This protocol has been used in an attempt to construct the piperazine core framework of natural product (+)-piperazinomycin. |
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Authors:
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Krishnananda Samanta; Gautam Panda |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Chemistry, an Asian journal Volume: 6 ISSN: 1861-471X ISO Abbreviation: Chem Asian J Publication Date: 2011 Jan |
Date Detail:
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Created Date: 2010-12-28 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101294643 Medline TA: Chem Asian J Country: Germany |
Other Details:
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Languages: eng Pagination: 189-97 Citation Subset: IM |
Affiliation:
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Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow-226001, UP, India. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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