Sequential Transformations to Access Polycyclic Chemotypes: Asymmetric Crotylation and Metal Carbenoid Reactions
2011; Wiley; Volume: 50; Issue: 26 Linguagem: Inglês
10.1002/anie.201101366
ISSN1521-3773
AutoresJie Wu, Jorge Becerril, Yajing Lian, Huw M. L. Davies, John A. Porco, James S. Panek,
Tópico(s)Catalytic C–H Functionalization Methods
ResumoAngewandte Chemie International EditionVolume 50, Issue 26 p. 5938-5942 Communication Sequential Transformations to Access Polycyclic Chemotypes: Asymmetric Crotylation and Metal Carbenoid Reactions† Jie Wu, Jie Wu Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Search for more papers by this authorDr. Jorge Becerril, Dr. Jorge Becerril Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Search for more papers by this authorYajing Lian, Yajing Lian Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322 (USA)Search for more papers by this authorProf. Dr. Huw M. L. Davies, Prof. Dr. Huw M. L. Davies Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322 (USA)Search for more papers by this authorProf. Dr. John A. Porco Jr., Prof. Dr. John A. Porco Jr. Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Search for more papers by this authorProf. Dr. James S. Panek, Corresponding Author Prof. Dr. James S. Panek panek@bu.edu Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Search for more papers by this author Jie Wu, Jie Wu Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Search for more papers by this authorDr. Jorge Becerril, Dr. Jorge Becerril Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Search for more papers by this authorYajing Lian, Yajing Lian Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322 (USA)Search for more papers by this authorProf. Dr. Huw M. L. Davies, Prof. Dr. Huw M. L. Davies Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322 (USA)Search for more papers by this authorProf. Dr. John A. Porco Jr., Prof. Dr. John A. Porco Jr. Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Search for more papers by this authorProf. Dr. James S. Panek, Corresponding Author Prof. Dr. James S. Panek panek@bu.edu Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Center for Chemical Methodology and Library Development, Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, MA 02215 (USA), Fax: (+1) 617-358-2847 http://cmld.bu.edu/Search for more papers by this author First published: 10 May 2011 https://doi.org/10.1002/anie.201101366Citations: 27 † We gratefully acknowledge financial support from the NIGMS CMLD initiative (P50-GM067041) and the National Science Foundation (CHE 0750273). We thank Prof. Aaron B. Beeler for assistance with conformational analysis and Prof. Corey R. J. Stephenson, Dr. Paul Ralifo, Dr. Norman Lee, and Dr. Jeff Bacon (Boston University) for helpful discussions and assistance with NMR spectroscopy, HRMS, and X-ray measurements. Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Abstract All in order: Bicyclic and tricyclic chemotypes were accessed through the title transformations. By subsequent pairing of installed functional groups using Heck cyclization or [2+2] photocycloaddition, the synthesis of tetracycles, pentacycles, and condensed polycycles has been achieved with high stereochemical and skeletal variation. Citing Literature Supporting Information Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Filename Description anie_201101366_sm_miscellaneous_information.pdf4.1 MB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume50, Issue26June 20, 2011Pages 5938-5942 RelatedInformation
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