| Atom-Economical Synthesis of Functionalized Cycloalkanes via Catalytic Redox Cycloisomerization of Propargyl Alcohols. | |
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MedLine Citation:
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PMID: 22416797 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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An atom-economical procedure for the direct synthesis of cycloalkanes from propargyl alcohols is reported. This high-yielding one-pot process involves a sequence consisting of a Ru-catalyzed redox isomerization of ynols into enones or an enal followed by an intramolecular Michael addition of a variety of carbon nucleophiles. Furthermore, an asymmetric variant of this protocol realized by the aid of a chiral nonracemic diamine catalyst, which provides the cyclization products in up to 97% ee, is presented. |
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Authors:
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Barry M Trost; Alexander Breder; Bao Kai |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-3-14 |
Journal Detail:
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Title: Organic letters Volume: - ISSN: 1523-7052 ISO Abbreviation: - Publication Date: 2012 Mar |
Date Detail:
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Created Date: 2012-3-15 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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Department of Chemistry, Stanford University, Stanford, California 94305-5080, United States. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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