Faculty Profiles - SAITO, Susumu

Papers - SAITO, Susumu

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Iron/Amino Acid Catalyzed Direct N-Alkylation of Amines with Alcohols Reviewed

Yingsheng Zhao, Siong Wan Foo, Susumu Saito

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION Vol. 50 ( 13 ) page： 3006 - 3009 2011

Cross-coupling reaction of alcohols for carbon-carbon bond formation using pincer-type NHC/palladium catalysts Invited Reviewed

Osamu Kose, Susumu Saito

ORGANIC & BIOMOLECULAR CHEMISTRY Vol. 8 ( 4 ) page： 896 - 900 2010

Language：English Publishing type：Research paper (scientific journal) Publisher：ROYAL SOC CHEMISTRY

A cross-coupling reaction of different alcohols was achieved using a pincer-type NHC/PdBr complex as the catalyst precursor, and the reaction, under either Ar or H(2) gas, displayed a broad substrate scope with respect to both primary and secondary alcohol components, with high alcohol product selectivity.

DOI： 10.1039/b914618k

Web of Science

PubMed

RhI-catalyzed Hydration of Organonitriles Under Ambient Conditions Reviewed

Akihiro Goto, Kohei Endo, Susumu Saito

Angew. Chem. Int. Ed. Vol. 47 page： 3607-3609 2008

Design of acid - Base catalysis for the asymmetric direct aidol reaction Invited Reviewed

S Saito, H Yamamoto

ACCOUNTS OF CHEMICAL RESEARCH Vol. 37 ( 8 ) page： 570 - 579 2004.8

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

Proper design of acid-base catalysis has been shown to be effective for achieving high reactivity and selectivity in the asymmetric direct aldol reaction during the development of diamine-Bronsted acid types of catalyst. In this study, two principal approaches have been implemented to create a new type of catalysis and high catalytic efficiency: one is the creation of a highly viable acidic function within acid-base catalysts; the other is the creation of rather complicated but more cooperatively arranged hydrogen-bond networks that would be expected to stabilize a transition state, thereby promoting new reactivity and selectivity.

DOI： 10.1021/ar030064p

Web of Science

PubMed

Asymmetric direct aldol reaction assisted by water and a proline-derived tetrazole catalyst Invited Reviewed

H Torii, M Nakadai, K Ishihara, S Saito, H Yamamoto

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION Vol. 43 ( 15 ) page： 1983 - 1986 2004

Chiral molecular recognition by aluminum tris(2,6-diphenylphenoxide) in an asymmetric 1,4-addition Invited Reviewed

H Ito, T Nagahara, K Ishihara, S Saito, H Yamamoto

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION Vol. 43 ( 8 ) page： 994 - 997 2004

Molecular recognition of alpha,beta-unsaturated carbonyl compounds using aluminum tris(2,6-diphenylphenoxide) (ATPH): Structural and conformational analysis of ATPH complexes and application to the selective vinylogous aldol reaction Invited Reviewed

S Saito, T Nagahara, M Shiozawa, M Nakadai, H Yamamoto

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Vol. 125 ( 20 ) page： 6200 - 6210 2003.5

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

Various alpha,beta-unsaturated carbonyl compounds were coordinated with aluminum tris(2,6-diphenylphenoxide) (ATPH) to give the corresponding Lewis acid-base complexes in a distinctive coordination fashion (selective coordination). ATPH recognizes carbonyl substrates and subsequently orients itself as it forms a stable complex through selective coordination with the carbonyl oxygen. Selective coordination also confers a conformational preference to each carbonyl compound under the steric and electronic influence of ATPH, which enables the vinylogous aldol reaction of alpha,beta-unsaturated carbonyl compounds to give the corresponding gamma-aldol products with different regio- and stereoselectivities.

DOI： 10.1021/ja0205941

Web of Science

PubMed

Asymmetric carbon-carbon coupling of phenols or anilines with aryllead triacetates Invited Reviewed

T Kano, Y Ohyabu, S Saito, H Yamamoto

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Vol. 124 ( 19 ) page： 5365 - 5373 2002.5

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

The asymmetric coupling of various phenol or aniline derivatives with bulky aryllead triacetates was thoroughly investigated using optically active amines, including strychnine and brucine. We found that conformationally restricted tertiary amines, as well as lithium aryloxides and molecular sieves, are essential for accelerating the rate of phenol coupling. Consequently, the reaction can be carried out at a low temperature (-40 to -20 degreesC) and gives a high degree of diastereo- and enantioselectivity. In contrast to the effectiveness of lithiation in phenol coupling, magnesation of anilines was a critical technique for aniline coupling with aryllead triacetates. Using these coupling methods, a diverse set of di-, tri, and polyaryl compounds with axial chirality can be easily obtained, and these should be useful for the construction of a variety of aryl-aryl frameworks involved in metal ligands, natural products, and artificial helical polymers.

DOI： 10.1021/ja012287l

Web of Science

PubMed

Diamine-protonic acid catalysts for catalytic asymmetric aldol reaction Invited Reviewed

Saito, S; Nakadai, M; Yamamoto, H

SYNLETT ( 8 ) page： 1245 - 1248 2001.8