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Organocascade Reactions of Enones Catalyzed by a Chiral Primary Amine

2009; Wiley; Volume: 121; Issue: 39 Linguagem: Inglês

10.1002/ange.200903280

1521-3757

Li‐Yuan Wu, Giorgio Bencivenni, Michele Mancinelli, Andrea Mazzanti, Giuseppe Bartoli, Paolo Melchiorre,

Synthetic Organic Chemistry Methods

Angewandte ChemieVolume 121, Issue 39 p. 7332-7335 Zuschrift Organocascade Reactions of Enones Catalyzed by a Chiral Primary Amine† Li-Yuan Wu, Li-Yuan Wu Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorGiorgio Bencivenni Dr., Giorgio Bencivenni Dr. Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorMichele Mancinelli Dr., Michele Mancinelli Dr. Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorAndrea Mazzanti Dr., Andrea Mazzanti Dr. Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorGiuseppe Bartoli Prof., Giuseppe Bartoli Prof. Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorPaolo Melchiorre Dr., Paolo Melchiorre Dr. p.melchiorre@unibo.it Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this author Li-Yuan Wu, Li-Yuan Wu Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorGiorgio Bencivenni Dr., Giorgio Bencivenni Dr. Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorMichele Mancinelli Dr., Michele Mancinelli Dr. Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorAndrea Mazzanti Dr., Andrea Mazzanti Dr. Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorGiuseppe Bartoli Prof., Giuseppe Bartoli Prof. Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this authorPaolo Melchiorre Dr., Paolo Melchiorre Dr. p.melchiorre@unibo.it Dipartimento di Chimica Organica "A. Mangini", Alma Mater Studiorum—Università di Bologna, Viale Risorgimento 4, 40136 Bologna (Italy), Fax: (+39) 051-209-3654Search for more papers by this author First published: 09 September 2009 https://doi.org/10.1002/ange.200903280Citations: 76 † The China Scholarship Council is gratefully acknowledged (grant to L.-Y.W.). This work was supported by Bologna University and by the MIUR National Project "Stereoselezione in Sintesi Organica". Read the full textAboutPDF ToolsRequest permissionAdd to favorites 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 onFacebookTwitterLinkedInRedditWechat Graphical Abstract Durch chirale primäre Amine werden acyclische α,β-ungesättigte Ketone für eine charakteristische Sequenz aus zwei Michael-Additionen aktiviert. Dieser Ansatz bietet eine Alternative für die Entwicklung organokatalysierter Reaktionskaskaden (siehe Schema, EWG= elektronenziehende Gruppe) und ergänzt die Diels-Alder-Reaktion bei der einstufigen, hoch stereoselektiven Synthese komplizierter Cyclohexangerüste. 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 ange_200903280_sm_miscellaneous_information.pdf30.3 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. Volume121, Issue39September 14, 2009Pages 7332-7335 This is the German version of Angewandte Chemie. Note for articles published since 1962: Do not cite this version alone. Take me to the International Edition version with citable page numbers, DOI, and citation export. We apologize for the inconvenience. RelatedInformation