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The Catalytic Asymmetric Diels–Alder Reactions and Post‐cycloaddition Reductive Transpositions of 1‐Hydrazinodienes

2011; Wiley; Volume: 17; Issue: 40 Linguagem: Inglês

10.1002/chem.201102394

1521-3765

Hao Xie, Glenn M. Sammis, Eric M. Flamme, Christina M. Kraml, Erik J. Sorensen,

Asymmetric Synthesis and Catalysis

Chemistry – A European JournalVolume 17, Issue 40 p. 11131-11134 Communication The Catalytic Asymmetric Diels–Alder Reactions and Post-cycloaddition Reductive Transpositions of 1-Hydrazinodienes Dr. Hao Xie, Dr. Hao Xie Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this authorDr. Glenn M. Sammis, Dr. Glenn M. Sammis Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this authorDr. Eric M. Flamme, Dr. Eric M. Flamme Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this authorChristina M. Kraml, Christina M. Kraml Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this authorProf. Dr. Erik J. Sorensen, Corresponding Author Prof. Dr. Erik J. Sorensen [email protected] Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this author Dr. Hao Xie, Dr. Hao Xie Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this authorDr. Glenn M. Sammis, Dr. Glenn M. Sammis Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this authorDr. Eric M. Flamme, Dr. Eric M. Flamme Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this authorChristina M. Kraml, Christina M. Kraml Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this authorProf. Dr. Erik J. Sorensen, Corresponding Author Prof. Dr. Erik J. Sorensen [email protected] Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009 (USA), Fax: (+1) 609-258-1980Search for more papers by this author First published: 05 September 2011 https://doi.org/10.1002/chem.201102394Citations: 14Read 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 onFacebookTwitterLinkedInRedditWechat Graphical Abstract Cycling through: Type I cyclohexenes are produced with high margins of stereoselectivity by chiral, catalyst-controlled, Diels–Alder reactions between 1-hydrazinodienes and N-acryloyl oxazolidinone dienophiles, and readily transformed to cyclohexenes III via a putative, transient allylic diazene II (see scheme). This chemistry gives access to functionalized cyclohexenes that can be difficult to construct by alternative methods. 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 chem_201102394_sm_miscellaneous_information.pdf501.1 KB 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. Volume17, Issue40September 26, 2011Pages 11131-11134 RelatedInformation