Rhodium(I)-Catalyzed Intramolecular Pauson−Khand-Type [2 + 2 + 1] Cycloaddition of Allenenes

The novel [RhCl(CO)2]2-catalyzed [2 + 2 + 1] cycloaddition of allenenes leading to the bicyclo[4.3.0]non-1(9)-en-8-one as well as the bicyclo[5.3.0]dec-1(10)-en-9-one skeletons has been developed. This method also provides a new procedure for the construction of the bicyclo[4.3.0]non-1(9)-en-8-one s...

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Veröffentlicht in:	Organic letters 2006-03, Vol.8 (6), p.1217-1220
Hauptverfasser:	Inagaki, Fuyuhiko, Mukai, Chisato
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkenes - chemical synthesis Alkenes - chemistry Bridged Bicyclo Compounds - chemical synthesis Bridged Bicyclo Compounds - chemistry Catalysis Combinatorial Chemistry Techniques Cyclization Molecular Structure Rhodium - chemistry
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creator	Inagaki, Fuyuhiko Mukai, Chisato
description	The novel [RhCl(CO)2]2-catalyzed [2 + 2 + 1] cycloaddition of allenenes leading to the bicyclo[4.3.0]non-1(9)-en-8-one as well as the bicyclo[5.3.0]dec-1(10)-en-9-one skeletons has been developed. This method also provides a new procedure for the construction of the bicyclo[4.3.0]non-1(9)-en-8-one skeleton having an alkyl appendage at the ring juncture, which was hardly attained in a satisfactory yield by the Pauson−Khand reaction of the corresponding enynes.
doi_str_mv	10.1021/ol0600990
format	Article
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This method also provides a new procedure for the construction of the bicyclo[4.3.0]non-1(9)-en-8-one skeleton having an alkyl appendage at the ring juncture, which was hardly attained in a satisfactory yield by the Pauson−Khand reaction of the corresponding enynes.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol0600990</identifier><identifier>PMID: 16524307</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Alkenes - chemical synthesis ; Alkenes - chemistry ; Bridged Bicyclo Compounds - chemical synthesis ; Bridged Bicyclo Compounds - chemistry ; Catalysis ; Combinatorial Chemistry Techniques ; Cyclization ; Molecular Structure ; Rhodium - chemistry</subject><ispartof>Organic letters, 2006-03, Vol.8 (6), p.1217-1220</ispartof><rights>Copyright © 2006 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-9f2709a4af17be9125f6a6e1f05dd291009ae6782e2800a086fd0d6fdb81f3f33</citedby><cites>FETCH-LOGICAL-a379t-9f2709a4af17be9125f6a6e1f05dd291009ae6782e2800a086fd0d6fdb81f3f33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol0600990$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol0600990$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2763,27075,27923,27924,56737,56787</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16524307$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Inagaki, Fuyuhiko</creatorcontrib><creatorcontrib>Mukai, Chisato</creatorcontrib><title>Rhodium(I)-Catalyzed Intramolecular Pauson−Khand-Type [2 + 2 + 1] Cycloaddition of Allenenes</title><title>Organic letters</title><addtitle>Org. 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subjects	Alkenes - chemical synthesis Alkenes - chemistry Bridged Bicyclo Compounds - chemical synthesis Bridged Bicyclo Compounds - chemistry Catalysis Combinatorial Chemistry Techniques Cyclization Molecular Structure Rhodium - chemistry
title	Rhodium(I)-Catalyzed Intramolecular Pauson−Khand-Type [2 + 2 + 1] Cycloaddition of Allenenes
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