| Chiral sulfoxides in the enantioselective allylation of aldehydes with allyltrichlorosilane: a kinetic study. | |
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MedLine Citation:
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PMID: 23139050 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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The mechanism of the allylation of aldehydes in the presence of allyltrichlorosilane employing the commercially available (R)-methyl p-tolyl sulfoxide as a Lewis base has been investigated. The combination of kinetic measurements, conductivity analysis and quantum chemical calculations indicates that the reaction proceeds through a dissociative pathway in which an octahedral cationic complex with two sulfoxides is involved. The lack of turnover is ascribed to the formation of neutral sulfurane derivatives. |
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Authors:
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Guglielmo Monaco; Chiara Vignes; Francesco De Piano; Assunta Bosco; Antonio Massa |
Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-11-9 |
Journal Detail:
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Title: Organic & biomolecular chemistry Volume: - ISSN: 1477-0539 ISO Abbreviation: Org. Biomol. Chem. Publication Date: 2012 Nov |
Date Detail:
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Created Date: 2012-11-9 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101154995 Medline TA: Org Biomol Chem Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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Dipartimento di Chimica e Biologia, Università di Salerno, Via Ponte Don Melillo, 84084 - Fisciano, SA, Italy. amassa@unisa.it gmonaco@unisa.it. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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