Conformationally Flexible, Chiral Quaternary Ammonium Bromides for Asymmetric Phase-Transfer Catalysis
2002; Wiley; Volume: 114; Issue: 9 Linguagem: Inglês
10.1002/1521-3757(20020503)114
ISSN1521-3757
AutoresTakashi Ooi, Yukitaka Uematsu, Minoru Kameda, Keiji Maruoka,
Tópico(s)Asymmetric Synthesis and Catalysis
ResumoAngewandte ChemieVolume 114, Issue 9 p. 1621-1624 Zuschrift Conformationally Flexible, Chiral Quaternary Ammonium Bromides for Asymmetric Phase-Transfer Catalysis Takashi Ooi Dr., Takashi Ooi Dr. Department of Chemistry Graduate School of Science Kyoto University Sakyo, Kyoto, 606-8502, Japan, Fax: (+81) 75-753-4041Search for more papers by this authorYukitaka Uematsu, Yukitaka Uematsu Department of Chemistry Graduate School of Science Kyoto University Sakyo, Kyoto, 606-8502, Japan, Fax: (+81) 75-753-4041Search for more papers by this authorMinoru Kameda, Minoru Kameda Department of Chemistry Graduate School of Science Kyoto University Sakyo, Kyoto, 606-8502, Japan, Fax: (+81) 75-753-4041Search for more papers by this authorKeiji Maruoka Prof., Keiji Maruoka Prof. [email protected] Department of Chemistry Graduate School of Science Kyoto University Sakyo, Kyoto, 606-8502, Japan, Fax: (+81) 75-753-4041Search for more papers by this author Takashi Ooi Dr., Takashi Ooi Dr. Department of Chemistry Graduate School of Science Kyoto University Sakyo, Kyoto, 606-8502, Japan, Fax: (+81) 75-753-4041Search for more papers by this authorYukitaka Uematsu, Yukitaka Uematsu Department of Chemistry Graduate School of Science Kyoto University Sakyo, Kyoto, 606-8502, Japan, Fax: (+81) 75-753-4041Search for more papers by this authorMinoru Kameda, Minoru Kameda Department of Chemistry Graduate School of Science Kyoto University Sakyo, Kyoto, 606-8502, Japan, Fax: (+81) 75-753-4041Search for more papers by this authorKeiji Maruoka Prof., Keiji Maruoka Prof. [email protected] Department of Chemistry Graduate School of Science Kyoto University Sakyo, Kyoto, 606-8502, Japan, Fax: (+81) 75-753-4041Search for more papers by this author First published: 02 May 2002 https://doi.org/10.1002/1521-3757(20020503)114:9 3.0.CO;2-5Citations: 36 This work was partially supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan. M.K. is grateful to the Japan Society for the Promotion of Science for Young Scientists for a Research Fellowship. Read the full textAboutPDF ToolsRequest permissionAdd to favorites 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 Einfach und doch leistungsfähig ist die hier vorgestellte Strategie für das Moleküldesign chiraler Phasentransferkatalysatoren: Die konformativ flexiblen, chiralen quartären Ammoniumionen mit Spiro-N-Atom des Typs 1 erwiesen sich als sehr effizient für die asymmetrische Katalyse. Dabei wurde aus der raschen konformativen Umwandlung der diastereomeren homo- (links) und heterochiralen Isomere (rechts) mit deutlich unterschiedlichen Aktivitäten Vorteil gezogen. References 1 For reviews, see: Google Scholar 1a M. J. O'Donnell in Catalytic Asymmetric Synthesis ( ), Verlag Chemie, Weinheim, 1993, chap. 8; Google Scholar 1b T. Shioiri in Handbook of Phase Transfer Catalysis ( ), Blackie Academic & Professional, London, 1997, chap. 14; Google Scholar 1c S. Ebrahim, M. Wills, Tetrahedron Asymmetry 1997, 8, 3163; 10.1016/S0957-4166(97)00407-2 CASWeb of Science®Google Scholar 1d “Phase-Transfer Catalysis”: I. A. Esikova, T. S. Nahreini, M. J. O'Donnell, ACS Symp. Ser. 1997, 659, chap. 7; CASGoogle Scholar 1e “Phase-Transfer Catalysis”: T. Shioiri, A. Ando, M. Masui, T. Miura, T. Tatematsu, A. Bohsako, M. Higashiyama, C. Asakura, ACS Symp. Ser. 1997, 659, chap. 11; CASGoogle Scholar 1f M. J. O'Donnell, Aldrichimica Acta 2001, 34, 3. 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Shudo, Tetrahedron 1995, 51, 5277. 10.1016/0040-4020(95)00203-K CASWeb of Science®Google Scholar 10 The 1H NMR assignment of the homo- and heterochiral 4 c was conducted based on the 1H NMR spectra of conformationally rigid, diastereomeric 1 and 6. Google Scholar Citing Literature Volume114, Issue9May 3, 2002Pages 1621-1624 This is the German version of Angewandte Chemie. Note for articles published since 1962: Do not cite this version alone. Take me to the International Edition version with citable page numbers, DOI, and citation export. We apologize for the inconvenience. ReferencesRelatedInformation
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