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Modular Monodentate Oxaphospholane Ligands: Utility in Highly Efficient and Enantioselective 1,4‐Diboration of 1,3‐Dienes

2011; Wiley; Volume: 50; Issue: 34 Linguagem: Inglês

10.1002/anie.201102404

1521-3773

Christopher H. Schuster, Bo Li, James P. Morken,

Synthetic Organic Chemistry Methods

Angewandte Chemie International EditionVolume 50, Issue 34 p. 7906-7909 Communication Modular Monodentate Oxaphospholane Ligands: Utility in Highly Efficient and Enantioselective 1,4-Diboration of 1,3-Dienes† Christopher H. Schuster, Christopher H. Schuster Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this authorDr. Bo Li, Dr. Bo Li 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 Christopher H. Schuster, Christopher H. Schuster Department of Chemistry, Boston College, Chestnut Hill, MA 02467 (USA)Search for more papers by this authorDr. Bo Li, Dr. Bo Li 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: 12 July 2011 https://doi.org/10.1002/anie.201102404Citations: 63 † We are grateful to the NIH (NIGMS GM-59417) for support of this work and to AllyChem for a gift 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 Tune it up! Tunable, chiral, monodentate oxaphospholane ligands (termed OxaPhos) are highly effective in the Pt-catalyzed title reaction, providing the 1,4-addition products in enantiomer ratios approaching 99:1 (see scheme). In the presence of enantiomerically pure cis-iBu-OxaPhos, a catalyst loading of only 0.02 mol % [Pt(dba)3] was sufficient for effective reaction. pin=pinacolato, dba=dibenzylideneacetone. 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_201102404_sm_miscellaneous_information.pdf2.6 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, Issue34August 16, 2011Pages 7906-7909 RelatedInformation