| Diastereoselective Preparation of (R)- and (S)-2-Methoxy-2-phenylpent-3-ynoic Acids and their Use as Reliable Chiral Derivatizing Agents. | |
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MedLine Citation:
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PMID: 22217094 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Abstract. Benzoyl-S,O-acetals 1a and 1b were used as chiral auxiliaries to achieve the diastereoselective preparation of both enantiomers of 2-methoxy-2-phenylpent-3-ynoic acids (MPPA). The latter were condensed with several chiral secondary alcohols and some primary amines to evaluate their potential as Chiral Derivatizing Agents (CDAs). The 1H NMR spectra of the corresponding esters and amides showed strong consistency with the absolute configuration of the carbinol and amine moieties, whose observed Delta delta L1 and Delta delta L2 values ranged 0.1 - 0.4 and 0.02 - 0.12 ppm, respectively. |
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Authors:
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Salvador Perez-Estrada; Pedro Joseph-Nathan; Hugo Alejandro Jiménez-Vázquez; Manuel E Medina-López; Francisco Ayala-Mata; Luis G Zepeda |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-1-3 |
Journal Detail:
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Title: The Journal of organic chemistry Volume: - ISSN: 1520-6904 ISO Abbreviation: - Publication Date: 2012 Jan |
Date Detail:
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Created Date: 2012-1-5 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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