Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology

Papers 2012–

–2014–
(46) Akio Saito*, Yuji Hanzawa
Catalytic Consecutive Reactions of Alkynes for Syntheses of Heterocycles.
J. Synth. Org. Chem. Jpn. 2014, 72, 246–256. (account)

–2013–
(45) Akio Saito*, Hikaru Sakurai, Kohei Sudo, Kosuke Murai, Yuji Hanzawa
Reissert-type Acylation using Acylzirconocene Chloride Complexes.
Eur. J. Org. Chem. 2013, 7295-7299.

(44) Akio Saito*, Akihiro Taniguchi, Yui Kambara, Yuji Hanzawa
Metal-Free [2 + 2 + 1] Annulation of Alkynes, Nitriles, and Oxygen Atoms: Iodine(III)-Mediated Synthesis of Highly Substituted Oxazoles.
Org. Lett. 2013, 15 (11), 2672–2675.

–2012–
(43) Akio Saito*, Kohei Sudo, Koichi Iimura, Miki Hayashi, Yuji Hanzawa*
Reissert-like Alkenylation of Azaaromatic Compounds with Alkenylzirconocene Chloride Complexes.
Heterocycles 2012, 86(1), 267-280.
(Special issue:In honor of Professor Dr. Ei-ichi Negishi on 77th Birthday)

(42) Akio Saito*, Nao Hyodo, Yuji Hanzawa*
Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles.
Molecules 2012, 17(9), 11046-11055.
(Special issue: Organic Iodine Chemistry)

(41) Akio Saito, Manabu Tojo, Hikaru Yanai, Fukiko Wada, Muga Nakagawa, Midori Okada, Azusa Sato, Rieko Okatani,Takeo Taguchi*
Preparation of (Z)-1-fluoro-1-alkenyl carboxylates, carbonates and carbamates through chromium mediated transformation of dibromofluoromethylcarbinyl esters and the reactivity as double acyl group donors.
J. Fluorine Chem. 2012, 133, 38-51.
(Honor Issue dedicated to Professor Wei-Yuan Huang on the occasion of his 90th birthday.)

Papers 2006–2011

–2011–
(40) Akio Saito*, Toshiyuki Anzai, Asami Matsumoto, Yuji Hanzawa*
PIFA-Mediated Oxidative Cycloisomerization of 2-Propargyl-1,3-Dicarbonyl Compounds: Divergent Synthesis of Furfuryl Alcohols and Furfurals.
Tetrahedron. Lett. 2011, 52(36), 4658-4661.

(39) Akio Saito*, Yohei Enomoto, Yuji Hanzawa*
Pd-catalyzed Cycloisomerization-Allylation of 4-Alkynones: Synthesis of 5-Homoallylfuran derivatives.
Tetrahedron. Lett. 2011, 52(33), 4299-4302.

(38) Daisuke Watanabe, Minoru Koura, Akio Saito, Hikaru Yanai*, Yuko Nakamura, Midori Okada, Azusa Sato, Takeo Taguchi*
Copper Mediated Defluorinative Allylic Alkylation of Difluorohomoallyl Alcohol Derivatives Directed to An Efficient Synthetic Method for (Z)-Fluoroalkene Dipeptide Isosteres.
J. Fluorine Chem. 2011, 132, 327-338.

–2010–
(37) Akio Saito*, Jun Kasai, Tomoyo Konishi, Yuji Hanzawa*
Tandem Synthesis of 2,3-Dihydro-4-iminoquinolines via Three-Component Alkyne-Imine Metathesis.
J. Org. Chem. 2010, 75(20), 6980–6982.

(36) Akio Saito*, Asami Matsumoto, Yuji Hanzawa*
PIDA-Mediated Synthesis of Oxazoles through Oxidative Cycloisomerization of Propargylamides.
Tetrahedron. Lett. 2010, 51(17), 2247–2250.

(35) Akio Saito*, Koichi Iimura, Yuji Hanzawa*
Synthesis of Oxazoles through Pd-catalyzed Cycloisomerization-Allylation of N-Propargylamides with Allyl Carbonates.
Tetrahedron. Lett. 2010, 51(11), 1471-1474.

(34) Akio Saito*, Tomoyo Konishi, Yuji Hanzawa*
Synthesis of Pyrroles by Gold(I)-Catalyzed Amino−Claisen Rearrangement of N-Propargyl Enaminone Derivatives.
Org. Lett. 2010, 12(2), 372-374.

–2009–
(33) Akio Saito*, Jun Kasai, Yu Odaira, Haruhiko Fukaya, Yuji Hanzawa*
Synthesis of 2,3-Dihydroquinolin-4(1H)-ones through Catalytic Metathesis of o-Alkynylanilines and Aldehydes.
J. Org. Chem. 2009, 74(15), 5644–5647.

(32) Akio Saito*, Shoko Oda, Haruhiko Fukaya, Yuji Hanzawa*
Rhodium(I)-Catalyzed Synthesis of Indoles: Amino-Claisen Rearrangement of N-Propargyl Anilines.
J. Org. Chem. 2009, 74(4), 1517-1524.

(31) Akio Saito, Koichi Iimura, Miki Hayashi, Yuji Hanzawa*
Catalytic addition of alkenylzirconocene chloride to 3,4-dihydroisoquinoline and its enantioselective reaction
Tetrahedron Lett. 2009, 50(5), 587-589. (selected as Synfacts 2009, (5), 524)

–2008–
(30) Kazunari Sakagami, Akito Yasuhara, Shigeyuki Chaki, Ryoko Yoshikawa, Yasunori Kawakita, Akio Saito, Takeo Taguchi, Atsuro Nakazato*
Synthesis, in vitro pharmacology, and pharmacokinetic profiles of 2-[1-amino-1-carboxy-2-(9H-xanthen-9-yl)- ethyl]-1-fluorocyclopropanecarboxylic acid and its 6-heptyl ester, a potent mGluR2 antagonist.
Bioorg. Med. Chem. 2008, 16, 4359-4366.

(29) Akio Saito*, Masaharu Umakoshi, Naomi Yagyu, Yuji Hanzawa
Novel One-Pot Approach to Synthesis of Indanones through Sb(V)-Catalyzed Reaction of Phenylalkynes with Aldehydes.
Org. Lett. 2008, 10, 1783-1785. (selected as Synfacts 2008, (7), 735)

(28) Akio Saito*
Development of Novel Methods for Synthesis of Heterocyclic Compounds Catalyzed by Transition Metals in Fluorinated Alcohols.
Yakugaku Zasshi 2008, 128, 1133-1138.
(account: The Pharmaceutical Society of Japan Kanto Branch Award for Young Scientists)

–2007–
(27) Akio Saito*, Maki Hironaga, Shoko Oda, Yuji Hanzawa*
Rh(I)-Catalyzed Intramolecular Hetero-[4+2] Cycloaddition of w-Alkynyl-Vinyl Oximes.
Tetrahedron Lett. 2007, 48, 6852-6855.

(26) Yuji Hanzawa*, Yoshitaka Takebe, Akio Saito, Akito Kakuuchi, Haruhiko Fukaya
Rh(I)-catalyzed conjugate addition of alkenylzirconocene chloride: stereoselective formation of carbocycles through cascade reaction.
Tetrahedron Lett. 2007, 48, 6471-6474.

(25) Akio Saito*, Masaki Takayama, Aru Yamazaki, Junko Numaguchi, Yuji Hanzawa*
Synthesis of tetrahydroisoquinolines and isochromans via Pictet–Spengler reactions catalyzed by Brønsted acid–surfactant-combined catalyst in aqueous media.
Tetrahedron 2007, 63, 4039-4047.

(24) Akio Saito*, Ayumi Kanno, Yuji Hanzawa*
Synthesis of 2,3-Disubstituted Indoles by a Rhodium-Catalyzed Aromatic Amino-Claisen Rearrangement of N-Propargyl Anilines.
Angew. Chem. Int. Ed. 2007, 46, 3931-3933.

(23) Akio Saito*, Junko Numaguchi, Yuji Hanzawa*
Pictet–Spengler reactions catalyzed by Bronsted acid-surfactant-combined catalyst in water or aqueous media.
Tetrahedron Lett. 2007, 48, 835-839.

(22) Takeo Taguchi*, Akio Saito, Hikaru Yanai
Development of Efficient Lewis Acid Catalysts for Intramolecular Cycloaddition reactions of Ester-Tethered Substrates.
The Chemical Record 2007, 7, 167-179. (account)

–2006–
(21) Akio Saito*, Takamitsu Ono, Yuji Hanzawa*
Cationic Rh(I) Catalyst in Fluorinated Alcohol: Mild Intramolecular Cycloaddition Reactions of Ester-Tethered Unsaturated Compounds.
J. Org. Chem. 2006, 71, 6437-6443.

(20) Akio Saito, Wataru Sakamoto, Hikaru Yanai, Takeo Taguchi*
Intramolecular [3+2] cycloaddition reaction of α,β-enoate derivatives having allylsilane parts: 1,1′-biphenyl-2,2′-di(triflyl)amide (BIPAM)+2Me₂AlCl as a novel Lewis acid.
Tetrahedron Lett. 2006, 47, 4181-4185.

(19) Akio Saito, Yusuke Oka, Yohei Nozawa, Yuji Hanzawa*
Cyclization/acylation reactions by nickel-catalyzed reactions of 1,6-ynal and 1,6-enyne derivatives with acylzirconocene chloride.
Tetrahedron Lett. 2006, 47, 2201-2204.

(18) Akio Saito*, Takamitsu Ono, Arata Takahashi, Takeo Taguchi*, Yuji Hanzawa*
Rh(I)-catalyzed mild intramolecular [4+2] cycloaddition reactions of ester-tethered diene-yne compounds.
Tetrahedron Lett. 2006, 47, 891-895.

(17) Yuko Nakamura, Midori Okada, Minoru Koura, Manabu Tojo, Akio Saito, Azusa Sato, Takeo Taguchi*
An efficient synthetic method for Z-fluoroalkene dipeptide isosteres: Application to the synthesis of the dipeptide isostere of Sta-Ala.
J. Fluorine Chem. 2006, 127, 627-636.

Papers 2002–2005

(16) Hikaru Yanai, Akio Saito, Takeo Taguchi*
Intramolecular Diels-Alder reaction of 1,7,9-decatrienoates catalyzed by indium(III) trifluoromethanesulfonate in aqueous media.
Tetrahedron 2005, 61, 7087-7093.

(15) Yuko Nakamura, Midori Okada, Azusa Sato, Hiroaki Horikawa, Minoru Koura, Akio Saito, Takeo Taguchi*
Stereoselective synthesis of (Z)-fluoroalkenes directed to peptide isosteres: copper mediated reaction of trialkylaluminum with 4,4-difluoro-5-hydroxyallylic alcohol derivatives.
Tetrahedron 2005, 61, 5741-5753.

(14) Muga Nakagawa, Akio Saito, Aiko Soga, Natsuko Yamamoto, Takeo Taguchi*
Chromium mediated stereoselective synthesis of (Z)-1-fluoro-2-alkenyl alkyl and trialkylsilyl ethers from dibromofluoromethylcarbinyl ethers.
Tetrahedron Lett. 2005, 46, 5257-5261.

(13) Akio Saito, Muga Nakagawa, Takeo Taguchi*
Chromium-mediated fluoroalkenylation reactions of 1,1-dibromo-1-fluoroalkane and 1-bromo-1-fluoroalkene derivatives.
J. Fluorine Chem. 2005, 126, 1166-1173

(12) Akio Saito, Hikaru Yanai, Wataru Sakamoto, Kosuke Takahashi, Takeo Taguchi*
Intramolecular Diels-Alder Reactions of a-Fluoroacrylate Derivatives Promoted by Novel Bidentate Aluminum Lewis Acid.
J. Fluorine Chem. 2005, 126, 709-714.

(11) Akio Saito, Hikaru Yanai, Takeo Taguchi*
Efficient Intramolecular Diels-Alder Reactoins of Ester-Tethered 1,7,9-Decatrienoates Catalized by Bis-aluminated Trifluoromethanesulafonamide.
Tetrahedron 2004, 60, 12339-12247.

(10) Akio Saito, Hikaru Yanai, Takeo Taguchi*
Bis-aluminated triflic amide promoted Diels-Alder ractions of a,b-unsaturated lactones.
TetrahedronLett. 2004, 45, 9432-9442.

(9) Akio Saito, Midori Okada, Yuko Nakamura, Osamu Kitagawa, Hiroaki Horikawa, Takeo Taguchi*
Carbocyclization reactions of terminally difluorinated alkenyl active methine compounds mediated by SnCl₄ and amine.
J. Fluorine Chem. 2003, 123, 75-80.

(8) Akio Saito, Hisanaka Ito, Takeo Taguchi*
Intramolecular Diels-Alder Reactions of Ester-Tethered 1,7,9-Decatrienoates: Bis[chloro(methyl)aluminum]trifluoromethanesulfonamide as a Catalyst.
Org. Lett. 2002, 4, 4619-4621.

(7) Midori Okada, Yuko Nakamura, Akio Saito, Azusa Sato, Hiroaki Horikawa, Takeo Taguchi*
Stereoselective construction of functionalized (Z)-fluoroalkenes directed to depsipeptide isostere.
Tetrahedron Lett. 2002, 43, 5845-5847.

(6) Midori Okada, Yuko Nakamura, Akio Saito, Azusa Sato, Hiroaki Horikawa, Takeo Taguchi*
Synthesis of a-alkylated (Z)-g-fluoro-b,g-enoates through organocopper mediated reaction of g,g-difluoro-a,b-enoates: A different reactivity of R₃Al-Cu(I) and Me₂CuLi.
Chem. Lett. 2002, 28-29.

Papers 1997–2001

(5) Akio Saito, Hisanaka Ito, Takeo Taguchi*
A stereoselective preparation of 1-fluorocyclopropane-1-carboxylate derivatives through radical addition of fluoroiodoacetate to alkenes followed by intramolecular substitution reaction.
Tetrahedron 2001, 57, 7487-7493.

(4) Hisanaka Ito, Akio Saito, Akito Kakuuchi,Takeo Taguchi*
Synthesis of 2-Fluoro Analog of 6-Aminonorbornane-2,6-dicarboxylic Acid: A Conformationally Rigid Glutamic Acid Derivative.
Tetrahedron 1999, 55, 12741-12750.

(3) Hisanaka Ito, Akio Saito, Takeo Taguchi*
Asymmetric Diels-Alder Reactions of 2-Fluoroacrylic Acid Derivatives. Part 2: A Remarkable Effect of Fluorine Substituent on the Diastereoselectivity
Tetrahedron: Asymmetry, 1998, 9, 1989-1994.

(2) Hisanaka Ito, Akio Saito, Takeo Taguchi*
Asymmetric Diels-Alder Reactions of 2-Fluoroacrylic Acid Derivatives. Part 1: The Construction of Fluorine Substituted Chiral Tertiary Carbon
Tetrahedron: Asymmetry, 1998, 9, 1979-1987.

(1) Tadashi Inoue, Osamu Kitagawa, Akio Saito, Takeo Taguchi*
Catalytic Asymmetric Iodocarbocyclization Reaction of 4-Alkenylmalonates and Its Application to Enatiotopic Group Selective Reaction
J. Org. Chem. 1997, 62, 7384-7390.

Books

(1) Akio Saito*, Yuji Hanzawa
"Metathesis Reactions in Drug and Natural Product Synthesis"
In: V. Andrushko, N. Andrushko (eds) Stereoselective Synthesis of Drugs and Natural Products,
John Wiley & Sons, Hoboken, Chapter 24 (2013).

Others

(2) Akio Saito*
十字路：アミノクライゼン転位反応
J. Synth. Org. Chem. Jpn. 2014, 72, 315. (Topics)

(1) Akio Saito*
アルデヒドの触媒的テザリング手法を用いる分子間ヒドロアミノ化反応
Farumashia 2012, 48(7), 681. (Topics)

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