Publication & Patent

 

Stereoselective synthesis of the isoxazolidine ring via manganese(iii)-catalysed aminoperoxidation of unactivated alkenes using molecular oxygen in air under ambient conditions

Yamamoto, D.*; Hirano, I.; Narushima, Y.; Soga, M.; Ansai, H.; Makino, K.*

Green. Chem. 2022, 24, 7162-7170.



Direct Synthesis of N-Protected Serine- and Threonine-Derived Weinreb Amides via Diboronic Acid Anhydride-Catalyzed Dehydrative Amidation: Application to the Concise Synthesis of Garner’s Aldehyde
Shimada, N.*; Ohse,N.; Takahashi, N.; Urata, S.; Koshizuka, M. Makino, K.
Synlett (2021), 32(10),1024-1028.


Boronic Acid-Catalyzed Final-Stage Site-Selective Acylation for the Total Syntheses of O-3'-Acyl Bisabolol β-D-Fucopyranoside Natural Products and Their Analogues.

Nakamura, Y.; Ochiai, T.; Makino, K.; Shimada, N.*

Chemical & Pharmaceutical Bulletin (2021), 69(3), 281-285


Boronic Acid-Catalyzed Regioselective Koenigs-Knorr-Type Glycosylation

Shimada, N.*; Sugimoto, T.; Noguchi, M.; Ohira, C.; Kuwashima, Y.; Takahashi, N.; Sato, N.; Makino, K.

Journal of Organic Chemistry (2021), 86(8), 5973-5982


Synthesis of Weinreb amides using diboronic acid anhydride-catalyzed dehydrative amidation of carboxylic acids

Shimada, N.*; Takahashi, N.; Ohse, N.; Koshizuka, M.; Makino, K.

Chemical Communications (Cambridge, United Kingdom) (2020), 56(86), 13145-13148


Diboronic acid anhydride-catalyzed direct peptide bond formation enabled by hydroxy-directed dehydrative condensation

Koshizuka, M.; Makino, K.; Shimada, N.*

Organic Letters (2020), 22(21), 8658-8664


Total syntheses of seminolipid and its analogues by using 2,6-bis(trifluoromethyl)phenylboronic acid as protective reagent

Shimada, N.*; Fukuhara, K.; Urata, S.; Makino, K.*

Organic & Biomolecular Chemistry (2019), 17(31), 7325-7329


An Efficient Deprotection of 2,6-Bis(trifluoromethyl)phenylboronic Esters via Catalytic Protodeboronation Using Tetrabutylammonium Fluoride

Urata, S.; Nojima, S.; Makino, K.; Shimada, N.*

Synlett (2019), 30(20), 2300-2304


Development of catalytic oxygenative difunctionalization reactions of carbon-carbon double bond using molecular oxygen in air

Yamamoto, D.*; Makino, K.*

Yuki Gosei Kagaku Kyokaishi (2019), 77(7), 696-705


Diboronic Acid Anhydrides as Effective Catalysts for the Hydroxy-Directed Dehydrative Amidation of Carboxylic Acids

Shimada, N.*; Hirata, M.; Koshizuka, M.; Ohse, N.; Kaito, R.; Makino, K.

Organic Letters (2019), 21(11), 4303-4308


Catalytic Activation of Cis-Vicinal Diols by Boronic Acids: Site-Selective Acylation of Carbohydrates

Shimada, N.*; Nakamura, Y.; Ochiai, T.; Makino, K.

Organic Letters (2019), 21(10), 3789-3794


2,6-Bis(trifluoromethyl)phenylboronic Esters as Protective Groups for Diols: A Protection/Deprotection Protocol for Use under Mild Conditions

Shimada, N.*; Urata, S.; Fukuhara, K.; Tsuneda, T.; Makino, K.*

Organic Letters (2018), 20(19), 6064-6068


Manganese-catalyzed oxophosphorylation reaction of carbon-carbon double bonds using molecular oxygen in air

Yamamoto, D.*; Ansai, H.; Hoshino, J.; Makino, K.*

Chemical & Pharmaceutical Bulletin (2018), 66(9), 873-879


Synthesis of sialic acid derivatives based on chiral substrate-controlled stereoselective aldol reactions using pyruvic acid oxabicyclo[2.2.2]octyl orthoester

Norimura, Y.; Yamamoto, D.; Makino, K.*

Organic & Biomolecular Chemistry (2017), 15(3), 640-648


Deprotection of silyl ethers by using SO3H silica gel: Application to sugar, nucleoside, and alkaloid derivatives

Fujii, H.*; Shimada, N.; Ohtawa, M.; Karaki, F.; Koshizuka, M.; Hayashida, K.; Kamimura, M.; Makino, K.; Nagamitsu, T.; Nagase, H.

Tetrahedron (2017), 73(36), 5425-5429


Synthesis of Bisdesmosidic Oleanolic Acid Saponins via a Glycosylation-Deprotection Sequence under Continuous Microfluidic/Batch Conditions

Konishi, N.; Shirahata*, T.; Yokoyama, M.; Katsumi, T.; Ito, Y.; Hirata, N.; Nishino, T.; Makino, K.; Sato, N.; Nagai, T.; Kiyohara, H.; Yamada, H.; Kaji, E.; Kobayashi, Y.

Journal of Organic Chemistry (2017), 82(13), 6703-6719


Syntheses and mucosal adjuvant activity of simplified oleanolic acid saponins possessing cinnamoyl ester

Shirahata, T.; Nagai, T.; Hirata, N.; Yokoyama, M.; Katsumi, T.; Konishi, N.; Nishino, T.; Makino, K.; Yamada, H.; Kaji, E.; Kiyohara, H.; Kobayashi, Y.*

Bioorganic & Medicinal Chemistry (2017), 25(6), 1747-1755


Regioselective, Tin-Free Sulfation of Unprotected Hexopyranosides by Using Phenylboronic Acid

Fukuhara, K.; Shimada, N.; Nishino, T.; Kaji, E.*; Makino, K.*

European Journal of Organic Chemistry (2016), 2016(5), 902-905


Manganese-catalysed hydroperoxidation of carbon-carbon double bonds using molecular oxygen present in air and hydroxylamine under ambient conditions

Yamamoto, D.; Oguro, T.; Tashiro, Y.; Soga, M.; Miyashita, K.; Aso, Y.; Makino, K.*

European Journal of Organic Chemistry (2016), 2016(31), 5216-5219


Manganese-Promoted Oxidative Cyclization of Unsaturated Oximes Using Molecular Oxygen in Air under Ambient Conditions

Yamamoto, D.; Soga, M.; Ansai, H.; Makino, K.*

Organic Chemistry Frontiers (2016), 3(11), 1420-1424

Celebrating the 75th Birthday of Professor Barry Trost


Thermodynamically Controlled Regioselective Glycosylation of Fully Unprotected Sugars through Bis(boronate) Intermediates

Kaji, E.*; Yamamoto, D.; Shirai, Y.; Ishige, K.; Arai, Y.; Shirahata, T.; Makino, K.; Nishino, T.

European Journal of Organic Chemistry (2014), 2014(17), 3536-3539


Regioselective glycosylation of unprotected methyl hexopyranoside by transient masking with arylboronic acid

Nishino, T.; Ohya, Y.; Murai, R.; Shirahata, T.; Yamamoto, D.; Makino, K.; Kaji, E.*

Heterocycles (2012), 84(2), 1123-1140


Method for manufacturing 4,5-dihydroisoxazole derivatives by oxidation and cyclization of allyl ketone oximes or vinyl ketone oximes

Makino, K.; Yamamoto, D.

Japan, JP2016132643 A 2016-07-25