Faculty Profiles - SAITO, Susumu

Papers - SAITO, Susumu

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Diamine-protonic acid catalysts for catalytic asymmetric aldol reaction Reviewed

S Saito, M Nakadai, H Yamamoto

SYNLETT ( 8 ) page： 1245 - 1248 2001.8

Asymmetric Mannich-type reactions with a chiral acetate: effect of Lewis acid on activation of aldimine Invited Reviewed

Saito, S; Hatanaka, K; Yamamoto, H

TETRAHEDRON Vol. 57 ( 5 ) page： 875 - 887 2001.1

Asymmetric Mannich-type reactions with a chiral acetate: effect of Lewis acid on activation of aldimine Reviewed

S Saito, K Hatanaka, H Yamamoto

TETRAHEDRON Vol. 57 ( 5 ) page： 875 - 887 2001.1

Language：English Publishing type：Research paper (scientific journal) Publisher：PERGAMON-ELSEVIER SCIENCE LTD

We introduce here a strategy that enables effective addition of lithium enolates of acetates to aldimines. The new method depends strongly on the use of ortho-alkoxy (or ortho-fluoro) aniline-derived aldimines which found to have a potential effect on the enolate addition. This scope was expanded to the asymmetric process using the chiral acetate, which has optically pure 2,6-bis(2-isopropylphenyl)-3,5-dimethylphenol as a chiral auxiliary with axial chirality. A Lewis acid additive is likely to have a complementary role in the pronounced activation of imine functionalities in the Mannich-type addition of the bulky chiral acetate. (C) 2001 Elsevier Science Ltd. All rights reserved.

Web of Science

Polyene Synthesis via Dehydration of Hydroxyenals and -enones: HfCl4_THF_2 as an Effective Catalyst for Di-, Tri-, and Tetraene Formation Reviewed

Susumu Saito, Takashi Nagahara, Hisashi Yamamoto

Synlett page： 1690-1692 2001

Novel three-component coupling using aluminum tris(2,6-diphenylphenoxide) (ATPH): The same synthetic strategy leads to trans- and cis-jasmonates Reviewed

Susumu Saito, Satoko Yamazaki, Hisashi Yamamoto

Angewandte Chemie - International Edition Vol. 40 ( 19 ) page： 3613 - + 2001

Language：English Publishing type：Research paper (scientific journal)

A one-pot three-component coupling involving organolithium reagents, ATPH·cyclopentenone complex, and dihydrofuran·BCl3 complex (see scheme) gives moderate to good yields of the products with selective formation of either the 2,3-cis or 2,3-trans isomer, depending on the nature of the lithium reagent.

DOI： 10.1002/1521-3773(20011001)40:19<3613::AID-ANIE3613>3.0.CO;2-3

Web of Science

Scopus

PubMed

Novel Three Component Coupling Using Aluminum Tris(2,6-diphenylphenoxide) (ATPH): Identical Synthetic Strategy leads to trans- and cis-jasmonates Reviewed

Susumu Saito, Satoko Yamazaki, Hisashi Yamamoto

Angew. Chem. Int. Ed. Vol. 40 page： 3613-3617 2001

Direct coupling of anilines with aryllead triacetates Reviewed

S Saito, T Kano, Y Ohyabu, H Yamamoto

SYNLETT ( 11 ) page： 1676 - 1678 2000.11

Direct coupling of anilines with aryllead triacetates Invited Reviewed

Saito, S; Kano, T; Ohyabu, Y; Yamamoto, H

SYNLETT ( 11 ) page： 1676 - 1678 2000.11

Regio- and enantioselective siloxybutylation at the more hindered alpha-site of unsymmetrical ketone using chiral aluminum trisnaphthoxide Reviewed

S Saito, M Nakadai, H Yamamoto

SYNLETT ( 8 ) page： 1107 - 1110 2000.8

Language：English Publishing type：Research paper (scientific journal) Publisher：GEORG THIEME VERLAG KG

A regio- and enantioselective siloxybutylation at the more hindered alpha-site of unsymmetrical dialkyl ketones was achieved to give a quarternary carbon center by the combined use of the chiral aluminum trisnaphthoxide (R)-ATBN and a base.

Web of Science

Asymmetric Mannich-type reactions of aldimines with a chiral acetate Reviewed

S Saito, K Hatanaka, H Yamamoto

ORGANIC LETTERS Vol. 2 ( 13 ) page： 1891 - 1894 2000.6

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

We introduce here a strategy that enables effective addition of lithium enolates of acetates to aldimines. The new method depends strongly on the use of o-alkoxy (or o-fluoro) aniline-derived aldimines which have been found to have a potential effect on the enolate addition. This scope was expanded to the asymmetric process using the chiral acetate. A Lewis acid additive has a complementary role in the pronounced activation of imine functionalities.

DOI： 10.1021/ol000099e

Web of Science

PubMed

Molecular Recognition of Carbonyl Compounds Using Aluminum Tris(2,6-diphenylphenoxide) (ATPH) : New Regio- and Stereoselective Alkylation of a,b-Unsaturated Carbonyl Compounds. Reviewed

Susumu Saito, Masahito Shiozawa, Takashi Nagahara, Masakazu Nakadai, and Hisashi Yamamoto

J. Am. Chem. Soc. Vol. 122 page： 7847-7848 2000

Aluminum Tris(2,6-diphenylphenoxide)-ArCOCl Complex for Nucleophilic Dearomatic Functionalization Reviewed

Susumu Saito, Toshihiko Sone, Masaaki Murase and Hisashi Yamamoto

J. Am. Chem. Soc. Vol. 122 page： 10216-10217 2000

実用的な金属試薬、アルミニウム Invited

斎藤　進

ファルマシア Vol. 36 ( 7 ) page： 610-611 2000

Li(I), Na(I) and K(I) Lewis Acids

Susumu Saito

Handbook on Lewis Acid, VCH & Wiley page： 1-67 2000

実用的な金属試薬、アルミニウム Invited

斎藤進

ファルマシア Vol. 36 ( 7 ) page： 610-611 2000

Asymmetric coupling of phenols with arylleads Reviewed

S Saito, T Kano, H Muto, M Nakadai, H Yamamoto

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Vol. 121 ( 38 ) page： 8943 - 8944 1999.9

Directed aldol condensation Reviewed

S Saito, H Yamamoto

CHEMISTRY-A EUROPEAN JOURNAL Vol. 5 ( 7 ) page： 1959 - 1962 1999.7

Language：English Publishing type：Research paper (scientific journal) Publisher：WILEY-V C H VERLAG GMBH

The present article covers the progress in directed aldol condensation, which can be divided into three different classes. First, the mixed aldol condensation that uses general acids or bases under protic conditions. Second, stepwise enolization-aldolization sequence that utilizes various metal enolates under aprotic conditions. Third, a novel mixed aldol condensation that makes use of a bulky Lewis acid and a lithium amide under aprotic conditions. The scope and limitation of each of three aldol strategies is discussed.

Web of Science

Novel three component coupling of ketone, cyclic ether and epoxide using aluminum tris(2,6-diphenylphenoxide) (ATPH) Reviewed

S Saito, S Yamazaki, M Shiozawa, H Yamamoto

SYNLETT ( 5 ) page： 581 - 583 1999.5

Novel three component coupling of ketone, cyclic ether and epoxide using aluminum tris(2,6-diphenylphenoxide) (ATPH) Invited Reviewed

Saito, S; Yamazaki, S; Shiozawa, M; Yamamoto, H

SYNLETT ( 5 ) page： 581 - 583 1999.5

Designer Lewis acid catalysts for selective organic synthesis Reviewed

H Yamamoto, S Saito

PURE AND APPLIED CHEMISTRY Vol. 71 ( 2 ) page： 239 - 245 1999.2

Language：English Publishing type：Research paper (scientific journal) Publisher：WALTER DE GRUYTER GMBH

The present paper covers the progress in stereo-, regio-, and chemoselective carbon-carbon bond-forming reactions promoted by structurally well-designed aluminum aryloxides. Compared with conventional Lewis acids, these aluminum reagents strongly coordinate with various oxygen-containing substrates, and the coordination aptitude is strongly affected by the steric environment of the metal ligands. In principle, the carbonyl groups of the bound substrates are electronically activated but sterically deactivated depending on the aluminum reagent and the type of the reaction employed. This review specifically highlights the selective organic reactions using ATPH.

Web of Science

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