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Palladium(II)-catalyzed 1,4-addition of arylboronic acids to β-arylenals for enantioselective syntheses of 3,3-diarylalkanals: a short synthesis of (+)-(R)-CDP 840
Title: | Palladium(II)-catalyzed 1,4-addition of arylboronic acids to β-arylenals for enantioselective syntheses of 3,3-diarylalkanals: a short synthesis of (+)-(R)-CDP 840 |
Authors: | Nishikata, Takashi Browse this author | Yamamoto, Yasunori Browse this author →KAKEN DB | Miyaura, Norio Browse this author |
Keywords: | Conjugate addition | Asymmetric synthesis | Asymmetric catalyst | Arylboronic acid | Chiral aldehydes |
Issue Date: | 4-Jun-2007 |
Publisher: | Elsevier Ltd. |
Journal Title: | Tetrahedron Letters |
Volume: | 48 |
Issue: | 23 |
Start Page: | 4007 |
End Page: | 4010 |
Publisher DOI: | 10.1016/j.tetlet.2007.04.038 |
Abstract: | 1,4-Addition of arylboronic acid to trans-β-arylenals proceeded smoothly in acetone–water (10/1) at 10–25 °C in the presence of [Pd(S,S-chiraphos)(PhCN)2](SbF6)2 (0.5 mol %), AgX (X = BF4, SbF6, 10 mol %) and aqueous 42% HBF4 to afford optically active 3,3-diarylalkanals with high enantioselectivities in a range of 86–97% ee. The protocol provided a method for short-step synthesis of optically active (+)-(R)-CDP 840. |
Description: | Table Schem Fig Revised |
Relation: | http://www.sciencedirect.com/science/journal/00404039 |
Type: | article (author version) |
URI: | http://hdl.handle.net/2115/28004 |
Appears in Collections: | 工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 宮浦 憲夫
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