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京都大学 大学院理学研究科 化学専攻 有機合成化学研究室
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研究実績/論文発表(年度毎)

2000
Chemistry of chelate-type hypervalent boron and aluminum. Utilization for selective organic synthesis
D. Uraguchi, T. Ooi and K. Maruoka, Yuki Gosei Kagaku Kyokaishi (有合化), 58, 14 (2000).

Unique Synthetic Utility of BF3.OEt2 in the Highly Diastereoselective Reduction of Hydroxy Carbonyl and Dicarbonyl Substrates
T. Ooi, D. Uraguchi, J. Morikawa and K. Maruoka, Org. Lett., 2, 2015 (2000).

Dramatic rate enhancement by ultrasonic irradiation in liquid-liquid phase-transfer catalytic reactions
T. Ooi, E. Tayama, K. Doda, M. Takeuchi and K. Maruoka, Synlett, 1500 (2000).

Practical catalytic enantioselective synthesis of α,α-dialkyl-α-amino acids by chiral phase-transfer catalysis
T. Ooi, M. Takeuchi, M. Kameda and K. Maruoka, J. Am. Chem. Soc., 122, 5228 (2000).

Zr(Ot-Bu)4 as a new promoter for the Meerwein-Ponndorf-Verley alkynylation and cyanation of aldehydes
T. Ooi, K. Takaya, T. Miura and K. Maruoka, Synlett, 69 (2000).

Chiral zirconium alkoxides-mediated asymmetric Meerwein-Ponndorf-Verley cyanation of aldehydes
T. Ooi, K. Takaya, T. Miura, H. Ichikawa and K. Maruoka, Synlett, 1133 (2000).

Facile synthesis of L-Dopa tert-butyl ester by catalytic enantioselective phase-transfer alkylation
T. Ooi, M. Kameda, H. Tannai and K. Maruoka, Tetrahedron Lett., 41, 8339 (2000).

Efficient catalytic procedure for etherification of alcohols with MeAl(NTf2)2
T. Ooi, H. Ichikawa, Y. Itagaki and K. Maruoka, Heterocycles, 52, 575 (2000).

Development of function in bidentate Lewis acid catalysis
K. Maruoka, Kikan Kagaku Sosetsu (季刊化学総説), 47, 39 (2000).

Amphiphilic cleavage of γ-stannyl ketones with ATPH/RLi: application to enone fragmentation by the conjugate addition-cleavage sequence
Y. Kondo, K. Kon-i, A. Iwasaki, T. Ooi and K. Maruoka, Angew. Chem., Int. Ed., 39, 414 (2000).

Tris(2,6-diphenylbenzyl)silyl Group as a New and Highly Effective Protector for Carboxylic Acids: Unusual Behavior of Such Carboxylic Esters toward Common Nucleophiles and Bases
A. Iwasaki, Y. Kondo and K. Maruoka, J. Am. Chem. Soc., 122, 10238 (2000).

1999
Efficient synthesis of aromatic sec-amides from esters. Synthetic utility of dilithium amides
T. Ooi, E. Tayama, M. Yamada and K. Maruoka, Synlett, 729 (1999).

Hypercoordination of aluminum: evidence for the implication of pentacoordinate complexes in the R2AlCl-promoted reduction of alkoxycarbonyl substrates
T. Ooi, J. Morikawa, D. Uraguchi and K. Maruoka, Tetrahedron Lett., 40, 2993 (1999).

Remarkable catalytic activity of Me3Ga in the alkylation of hetero-substituted epoxides with alkynyllithiums
T. Ooi, J. Morikawa, H. Ichikawa and K. Maruoka, Tetrahedron Lett., 40, 5881 (1999).

Catalytic, high-speed Tishchenko reaction using (2,7-dimethyl-1,8-biphenylenedioxy)bis(diisopropoxyaluminum) as a powerful bidentate catalyst
T. Ooi, T. Miura, K. Takaya and K. Maruoka, Tetrahedron Lett., 40, 7695 (1999).

Molecular Design of a C2-Symmetric Chiral Phase-Transfer Catalyst for Practical Asymmetric Synthesis of α-Amino Acids
T. Ooi, M. Kameda and K. Maruoka, J. Am. Chem. Soc., 121, 6519 (1999).

Pentacoordinate Organoaluminum Chemistry: Catalytic Efficiency of Me3Al in the Epoxide Cleavage with Alkynyllithiums
T. Ooi, N. Kagoshima, H. Ichikawa and K. Maruoka, J. Am. Chem. Soc., 121, 3328 (1999).

Simultaneous functional group manipulation in the Meerwein-Ponndorf-Verley reduction process catalyzed by bidentate aluminum reagent
T. Ooi, Y. Itagaki, T. Miura and K. Maruoka, Tetrahedron Lett., 40, 2137 (1999).

Unique property of copper(I) chloride as a radical initiator as well as a Lewis acid: application to CuCl-catalyzed aldol reaction of α,β-unsaturated ketones with Bu3SnH
T. Ooi, K. Doda, D. Sakai and K. Maruoka, Tetrahedron Lett., 40, 2133 (1999).

The synthetic utility of the hypercoordination of boron and aluminum
K. Maruoka and T. Ooi, Chem.-Eur. J., 5, 829 (1999).

Highly efficient amphiphilic cleavage of γ-iodo carbonyl substrates with aluminum tris(2,6-diphenylphenoxide)/t-BuLi system
Y. Kondo, K. Kon-I, T. Ooi and K. Maruoka, Tetrahedron Lett., 40, 9041 (1999).

Double coordination ability of bis(dimethylaluminum) sulfate toward carbonyl substrates
H. Hanawa, N. Maekawara and K. Maruoka, Tetrahedron Lett., 40, 8379 (1999).

Double coordination and activation ability of methylalumoxane (MAO) for hetero functionality: Pivotal role as polymerization cocatalyst
H. Hanawa, N. Abe and K. Maruoka, Tetrahedron Lett., 40, 5365 (1999).

Highly efficient alkylation of epoxides with R3Al/H2O systems based on the double activation of epoxy oxygens
N. Abe, H. Hanawa, K. Maruoka, M. Sasaki and M. Miyashita, Tetrahedron Lett., 40, 5369 (1999).

1998
Pentacoordinate vs. Tetracoordinate complexation for alkoxycarbonyl compounds with dialkylboron triflates and trifluoroacetates
T. Ooi, D. Uraguchi and K. Maruoka, Tetrahedron Lett., 39, 8105 (1998).

Hypercoordination of Boron and Aluminum: Synthetic Utility as Chelating Lewis Acids
T. Ooi, D. Uraguchi, N. Kagoshima and K. Maruoka, J. Am. Chem. Soc., 120, 5327 (1998).

Rate acceleration in nucleophilic alkylation of carbonyl compounds with a new template containing two metallic centers
T. Ooi, M. Takahashi and K. Maruoka, Angew. Chem., Int. Ed., 37, 835 (1998).

Dilithium 2,2'-methylenebis(4,6-di-tert-butylphenoxide) as a bidentate Lewis acid in organic synthesis
T. Ooi, A. Saito and K. Maruoka, Tetrahedron Lett., 39, 3745 (1998).

First Meerwein-Ponndorf-Verley Alkynylation: Nonorganometallic Way for Carbonyl Alkylations
T. Ooi, T. Miura and K. Maruoka, J. Am. Chem. Soc., 120, 10790 (1998).

Highly efficient, catalytic Meerwein-Ponndorf-Verley reduction with a novel bidentate aluminum catalyst
T. Ooi, T. Miura and K. Maruoka, Angew. Chem., Int. Ed., 37, 2347 (1998).

Exceptionally bulky Lewis acidic reagent, MAD
T. Ooi and K. Maruoka, Rev. Heteroat. Chem., 18, 61 (1998).

Unprecedented encapsulation of carbonyl guest with designer Lewis acid receptor
T. Ooi, Y. Kondo and K. Maruoka, Angew. Chem., Int. Ed., 37, 3039 (1998).

Selective conjugate alkylation by alkyllithium nucleophiles of α,β,γ,δ-unsaturated aldehydes with functionalized Lewis acid receptors
T. Ooi, Y. Kondo, K. Kon-I and K. Maruoka, Chem. Lett., 403 (1998).

Organoaluminum-promoted selective addition to fluorinated carbonyl compounds via pentacoordinate trialkylaluminum complexes
T. Ooi, N. Kagoshima, D. Uraguchi and K. Maruoka, Tetrahedron Lett., 39, 7105 (1998).

Facile and selective alkylation of 3,3,3-trifluoropropene oxide with organoaluminum reagents via pentacoordinate trialkylaluminum complexes
T. Ooi, M. Furuya and K. Maruoka, Chem. Lett., 817 (1998).

High activation of carbonyl groups with bidentate Lewis acid catalysts
T. Ooi, N. Asao and K. Maruoka, Yuki Gosei Kagaku Kyokaishi, 56, 377 (1998).

o-Bis(allyldimethylsilyl)benzene as a remarkably effective allylation agent for carbonyl compounds with Bu4NF catalyst
N. Asao, A. Shibato, Y. Itagaki, F. Jourdan and K. Maruoka, Tetrahedron Lett., 39, 3177 (1998).

Simultaneous coordination and double activation phenomena of carbonyl and epoxy oxygens by bis-titanium reagent as a bidentate Lewis acid catalyst
N. Asao, S. Kii, H. Hanawa and K. Maruoka, Tetrahedron Lett., 39, 3729 (1998).

Protic solvent-promoted neutral allylation of aldehydes and ketones with 1,8-bis(allylstannyl)naphthalenes
N. Asao, N. Abe, Z. Tan and K. Maruoka, Synlett, 377 (1998).

1997
Regioselective Robinson annulation realized by the combined use of lithium enolates and aluminum tris(2,6-diphenylphenoxide) (ATPH)
S. Saito, I. Shimada, Y. Takamori, M. Tanaka, K. Maruoka and H. Yamamoto, Bull. Chem. Soc. Jpn., 70, 1671 (1997).

Selective alkylation of ketones with a bulky aluminum reagent. The THF-TBSOTf system
S. Saito, M. Ito, K. Maruoka and H. Yamamoto, Synlett, 357 (1997).

Organoaluminum-catalyzed alkylation by tert-alkyl fluorides: synthetic utility of the Al-F interaction
T. Ooi, D. Uraguchi, N. Kagoshima and K. Maruoka, Tetrahedron Lett., 38, 5679 (1997).

Bidentate organoaluminum Lewis acid for selective activation of carbonyl over acetal functionality: chemoselective functionalization
T. Ooi, E. Tayama, M. Takahashi and K. Maruoka, Tetrahedron Lett., 38, 7403 (1997).

Conjugate allylation to α,β-unsaturated aldehydes with amphiphilic alkylation system, ATPH/allylcerium reagents
T. Ooi, T. Miura, Y. Kondo and K. Maruoka, Tetrahedron Lett., 38, 3947 (1997).

Evaluation of several fluorinated ATPH derivatives as functionalized Lewis acid receptors for conjugate alkylation to α,β-unsaturated aldehydes with alkyllithium nucleophiles
T. Ooi, Y. Kondo, T. Miura and K. Maruoka, Tetrahedron Lett., 38, 3951 (1997).

Conjugate allylation to α,β-unsaturated aldehydes with the new chemzyme p-F-ATPH
T. Ooi, Y. Kondo and K. Maruoka, Angew. Chem., Int. Ed. Engl., 36, 1183 (1997).

Organoaluminum-promoted rearrangement of epoxysilanes to α-silylaldehydes
T. Ooi, T. Kiba and K. Maruoka, Chem. Lett., 519 (1997).

Fluorine-Assisted Selective Alkylation to Fluorinated Epoxides and Carbonyl Compounds: Implication of Pentacoordinate Trialkylaluminum Complexes
T. Ooi, N. Kagoshima and K. Maruoka, J. Am. Chem. Soc., 119, 5754 (1997).

Remarkable template effect of a Lewis acidic receptor in intramolecular radical cyclizations
T. Ooi, Y. Hokke and K. Maruoka, Angew. Chem., Int. Ed. Engl., 36, 1181 (1997).

Organoaluminum-promoted cyclization of olefinic epoxides. A new and stereoselective approach to cyclohexane frameworks
N. Murase, K. Maruoka, T. Ooi and H. Yamamoto, Bull. Chem. Soc. Jpn., 70, 707 (1997).

1,8-Bis(allylstannyl)naphthalene derivatives as neutral allylation agents: rate acceleration by chelation-induced Lewis acidity
N. Asao, P. Liu and K. Maruoka, Angew. Chem., Int. Ed. Engl., 36, 2507 (1997).

1996
(2,7-Dimethyl-1,8-biphenylenedioxy)bis(dimethylaluminum) as a Bidentate Lewis Acid: Its Reactivity and Selectivity in Organic Synthesis
T. Ooi, M. Takahashi and K. Maruoka, J. Am. Chem. Soc., 118, 11307 (1996).

Exceptionally bulky Lewis acidic reagent, MAD
T. Ooi and K. Maruoka, Yuki Gosei Kagaku Kyokaishi (有合化), 54, 200 (1996).

New developments in conjugate alkylation
K. Maruoka, Kagaku (化学), 51, 138 (1996).