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Catalytic Enantioselective 1,2‐Diboration of 1,3‐Dienes: Versatile Reagents for Stereoselective Allylation

2011; Wiley; Volume: 51; Issue: 2 Linguagem: Inglês

10.1002/anie.201105716

1521-3773

Laura T. Kliman, Scott N. Mlynarski, Grace E. Ferris, James P. Morken,

Chemical Synthesis and Analysis

Angewandte Chemie International EditionVolume 51, Issue 2 p. 521-524 Communication Catalytic Enantioselective 1,2-Diboration of 1,3-Dienes: Versatile Reagents for Stereoselective Allylation† Laura T. Kliman, Laura T. Kliman Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this authorScott N. Mlynarski, Scott N. Mlynarski Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this authorGrace E. Ferris, Grace E. Ferris Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this authorProf. Dr. James P. Morken, Corresponding Author Prof. Dr. James P. Morken morken@bc.edu Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this author Laura T. Kliman, Laura T. Kliman Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this authorScott N. Mlynarski, Scott N. Mlynarski Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this authorGrace E. Ferris, Grace E. Ferris Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this authorProf. Dr. James P. Morken, Corresponding Author Prof. Dr. James P. Morken morken@bc.edu Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this author First published: 01 December 2011 https://doi.org/10.1002/anie.201105716Citations: 146 † We are grateful to the NIH (NIGMS GM-59417) and the NSF (DBI-0619576, BC Mass. Spec. Center; CHE-0923264, BC X-ray Facility) for support, and to AllyChem for a donation of B2(pin)2. 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 More with boron: The development of catalytic enantioselective 1,2-diboration of 1,3-dienes enables a new strategy for enantioselective carbonyl allylation reactions (see scheme). These reactions occur with outstanding levels of stereoselection and can be applied to both monosubstituted and 1,1-disubstituted dienes. The carbonyl allylation reactions provide enantiomerically enriched functionalized homoallylic alcohol products. 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_201105716_sm_miscellaneous_information.pdf4.2 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. Volume51, Issue2January 9, 2012Pages 521-524 RelatedInformation