Shu̅ Kobayashi

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTCatalytic Enantioselective Addition to IminesShū Kobayashi and Haruro IshitaniView Author Information Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033 Cite this: Chem. Rev. 1999, 99, 5, 1069–1094Publication Date (Web):April 20, 1999Publication History Received1 October 1998Revised22 January 1999Published online20 April 1999Published inissue 12 May 1999https://doi.org/10.1021/cr980414zCopyright © 1999

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTRare-Earth Metal Triflates in Organic SynthesisShū Kobayashi, Masaharu Sugiura, Hidetoshi Kitagawa, and William W.-L. LamView Author Information Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan Cite this: Chem. Rev. 2002, 102, 6, 2227–2302Publication Date (Web):June 12, 2002Publication History Received28 January 2002Published online12 June 2002Published inissue 1 June 2002https://pubs.acs.org/

ADVERTISEMENT RETURN TO ISSUEPREVReviewNEXTCatalytic Enantioselective Formation of C−C Bonds by Addition to Imines and Hydrazones: A Ten-Year UpdateShu̅ Kobayashi*†, Yuichiro Mori†, John S. Fossey‡, and Matthew M. Salter†View Author Information† Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan‡ School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, U.K.*E-mail: [email protected]Cite this: Chem. Rev. 2011, 111, 4,

New types of Lewis acids as water-compatible catalysts have been developed. Various metal salts were found to work as Lewis acid catalysts in aqueous media, and catalytic asymmetric aldol reactions in such media have been attained. Furthermore, Lewis acid-surfactant combined catalysts, which can be used for reactions in water without using any organic cosolvents, have been also developed. These investigations will contribute to reducing the use of harmful organic solvents and to develop efficien

We have developed an efficient system for triphase reactions using a microchannel reactor. Using this system, we conducted hydrogenation reactions that proceeded smoothly to afford the desired products quantitatively within 2 minutes for a variety of substrates. The system could also be applied to deprotection reactions. We could achieve an effective interaction between hydrogen, substrates, and a palladium catalyst using extremely large interfacial areas and the short path required for molecula

Rare earth metal trifluoromethanesulfonates (lanthanide and scandium triflates) are stable in aqueous media and can act as Lewis acid catalysts in several carbon-carbon bond forming reactions. The reactions proceeded smoothly in the presence of a catalytic amount of the triflate under mild conditions in both aqueous and organic solvents. Moreover, the catalysts could be recovered after the reactions were completed and could be reused. Chiral rare, earth metal triflates have also been developed.

Sc(OTf)3 is a new type of a Lewis acid that is different from typical Lewis acids such as AlCl3, BF3, SnCl4, etc. While most Lewis acids are decomposed or deactivated in the presence of water, Sc(OTf)3 is stable and works as a Lewis acid in water solutions. Many nitrogen-containing compounds such as imines and hydrazones are also successfully activated by using a small amount of Sc(OTf)3 in both organic and aqueous solvents. In addition, Sc(OTf)3 can be recovered after reactions are completed an

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTLanthanide Triflates as Water-Tolerant Lewis Acids. Activation of Commercial Formaldehyde Solution and Use in the Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous MediaShu Kobayashi and Iwao HachiyaCite this: J. Org. Chem. 1994, 59, 13, 3590–3596Publication Date (Print):July 1, 1994Publication History Published online1 May 2002Published inissue 1 July 1994https://pubs.acs.org/doi/10.1021/jo00092a017https://doi.org/10.1021/jo00092a017resear

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTLewis Acid Catalysts Stable in Water. Correlation between Catalytic Activity in Water and Hydrolysis Constants and Exchange Rate Constants for Substitution of Inner-Sphere Water LigandsShū Kobayashi, Satoshi Nagayama, and Tsuyoshi BusujimaView Author Information Department of Applied Chemistry, Faculty of Science Science University of Tokyo (SUT) CREST, Japan Science and Technology Corporation (JST) Kagurazaka, Shinjuku-ku, Tokyo 162 Cite this: J

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTFacile and Highly Stereoselective Synthesis of Homoallylic Alcohols Using Organosilicon IntermediatesShu Kobayashi and Koichi NishioCite this: J. Org. Chem. 1994, 59, 22, 6620–6628Publication Date (Print):November 1, 1994Publication History Published online1 May 2002Published inissue 1 November 1994https://doi.org/10.1021/jo00101a021RIGHTS & PERMISSIONSArticle Views2025Altmetric-Citations248LEARN ABOUT THESE METRICSArticle Views are the COUNTER-complia

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTCatalytic Asymmetric Synthesis of Both Syn- and Anti-β-Amino AlcoholsShū Kobayashi, Haruro Ishitani, and Masaharu UenoView Author Information Department of Applied Chemistry, Faculty of Science Science University of Tokyo (SUT) CREST, Japan Science and Technology Corporation (JST) Kagurazaka, Shinjuku-ku, Tokyo 162, Japan Cite this: J. Am. Chem. Soc. 1998, 120, 2, 431–432Publication Date (Web):January 6, 1998Publication History Received8 October

The concept of flow "fine" synthesis, that is, high yielding and selective organic synthesis by flow methods, is described. Some examples of flow "fine" synthesis of natural products and APIs are discussed. Flow methods have several advantages over batch methods in terms of environmental compatibility, efficiency, and safety. However, synthesis by flow methods is more difficult than synthesis by batch methods. Indeed, it has been considered that synthesis by flow methods can be applicable for th

Use of water as a reaction solvent or co-solvent has received much attention in synthetic organic chemistry. Recently, successful examples of catalytic asymmetric carbon-carbon bond formation in aqueous media have been developed. Most of these examples show characteristic features that are realized only in the presence of water. The role of water in these reactions is also discussed here.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAsymmetric aldol reaction between achiral silyl enol ethers and achiral aldehydes by use of a chiral promoter systemShu Kobayashi, Hiromi Uchiro, Yuko Fujishita, Isamu Shiina, and Teruaki MukaiyamaCite this: J. Am. Chem. Soc. 1991, 113, 11, 4247–4252Publication Date (Print):May 1, 1991Publication History Published online1 May 2002Published inissue 1 May 1991https://pubs.acs.org/doi/10.1021/ja00011a030https://doi.org/10.1021/ja00011a030research-articleA

Lanthanide triflate catalyzed imino Diels-Alder reactions of imines with dienes or alkenes have been developed. A new group of Lewis acids, lanthanide triflates, are quite effective for the catalytic activation of imines. Unique reactivities of imines which work as both dienophiles and azadienes under certain conditions have been revealed. Three-component coupling reactions between aldehydes, amines, and dienes or alkenes were successfully carried out by using lanthanide triflate as a catalyst t