| Stereoselective cyclization and pyramidal inversion strategies for P-chirogenic phospholane synthesis. | |
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MedLine Citation:
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PMID: 15303856 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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Preparation of P-chirogenic mono- and bisphospholanes is reported. The demonstrated method employs a stereoselective cyclization of cyclic sulfates with primary phosphines in the presence of base to generate "cis" or "cis/cis" P-chirogenic phospholanes followed by heat-induced pyramidal inversion to provide "trans" or "trans/trans" P-chirogenic phospholanes. A rhodium complex of one "trans/trans" phospholane is applied to the highly enantioselective asymmetric hydrogenation of a substrate precursor to the pharmaceutical candidate pregabalin. |
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Authors:
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Garrett Hoge |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of the American Chemical Society Volume: 126 ISSN: 0002-7863 ISO Abbreviation: J. Am. Chem. Soc. Publication Date: 2004 Aug |
Date Detail:
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Created Date: 2004-08-12 Completed Date: 2004-10-19 Revised Date: 2008-01-17 |
Medline Journal Info:
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Nlm Unique ID: 7503056 Medline TA: J Am Chem Soc Country: United States |
Other Details:
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Languages: eng Pagination: 9920-1 Citation Subset: - |
Affiliation:
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Pfizer Global Research and Development, 2800 Plymouth Road, Ann Arbor, Michigan 48105, USA. garrett.hoge@pfizer.com |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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