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Synthesis of an Optically Active C1‐Symmetric Al(salalen) Complex and Its Application to the Catalytic Hydrophosphonylation of Aldehydes

催化作用 对映选择合成 化学 光学活性 三角双锥分子几何 有机化学 方案(数学) 组合化学 药物化学 分子 数学 数学分析
作者
Bunnai Saito,Tsutomu Katsuki
出处
期刊:Angewandte Chemie [Wiley]
卷期号:44 (29): 4600-4602 被引量:128
标识
DOI:10.1002/anie.200501008
摘要

Angewandte Chemie International EditionVolume 44, Issue 29 p. 4600-4602 Communication Synthesis of an Optically Active C1-Symmetric Al(salalen) Complex and Its Application to the Catalytic Hydrophosphonylation of Aldehydes† Bunnai Saito, Bunnai Saito Department of Chemistry, Faculty of Science, Graduate School, Kyushu University, 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan, Fax: (+81) 92-642-2607Search for more papers by this authorTsutomu Katsuki Prof., Tsutomu Katsuki Prof. [email protected] Department of Chemistry, Faculty of Science, Graduate School, Kyushu University, 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan, Fax: (+81) 92-642-2607Search for more papers by this author Bunnai Saito, Bunnai Saito Department of Chemistry, Faculty of Science, Graduate School, Kyushu University, 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan, Fax: (+81) 92-642-2607Search for more papers by this authorTsutomu Katsuki Prof., Tsutomu Katsuki Prof. [email protected] Department of Chemistry, Faculty of Science, Graduate School, Kyushu University, 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan, Fax: (+81) 92-642-2607Search for more papers by this author First published: 08 July 2005 https://doi.org/10.1002/anie.200501008Citations: 125 † Financial support was provided by CREST of the Japan Science and Technology Agency. B.S. is grateful for research fellowships from the Japan Society for the Promotion of Science for Young Scientists. Salalen refers to an achiral hybrid salan/salen tetradentate ligand. 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 onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract Quite universally: The chiral trigonal-bipyramidal Al(salalen) complex 1 was synthesized and found to be an efficient catalyst for enantioselective hydrophosphonylation of various aldehydes with dimethyl phosphite (see scheme). This is the first example where a molecular catalyst can be applied to the reactions of both aromatic and aliphatic aldehydes with enantioselectivities greater than 80 % ee. Supporting Information Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2005/z501008_s.pdf or from the author. 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. References 1 1a Comprehensive Asymmetric Catalysis (Eds.: ), Springer, Berlin, 1999; Google Scholar 1b Catalytic Asymmetric Synthesis (Ed.: ), 2nd ed., Wiley-VCH, New York, 2000. 10.1002/0471721506 Google Scholar 2 2aL. Canali, D. C. Sherrington, Chem. Soc. Rev. 1999, 28, 85–93; 10.1039/a806483k CASWeb of Science®Google Scholar 2bT. 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