Masahiro TeradaSummaryAffiliation: Tohoku University Country: Japan Publications
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Publications
Axially chiral guanidine as enantioselective base catalyst for 1,4-addition reaction of 1,3-dicarbonyl compounds with conjugated nitroalkenesMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
J Am Chem Soc 128:1454-5. 2006..The axially chiral guanidine catalysts thus developed facilitated the highly enantioselective 1,4-addition reaction of 1,3-dicarbonyl compounds with a broad range of conjugated nitroalkenes and showed extremely high catalytic activity...
Axially chiral guanidine as highly active and enantioselective catalyst for electrophilic amination of unsymmetrically substituted 1,3-dicarbonyl compoundsMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
J Am Chem Soc 128:16044-5. 2006....
Enantioselective 1,4-addition reactions of diphenyl phosphite to nitroalkenes catalyzed by an axially chiral guanidineMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan
J Am Chem Soc 129:14112-3. 2007
Enantioselective direct aldol-type reaction of azlactone via protonation of vinyl ethers by a chiral Brønsted acid catalystMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
J Am Chem Soc 131:3430-1. 2009..The method provides efficient access to biologically and pharmaceutically intriguing beta-hydroxy-alpha-amino acid derivatives having a quaternary stereogenic center at the alpha-carbon atom...
Enantioselective direct vinylogous Michael addition of functionalized furanones to nitroalkenes catalyzed by an axially chiral guanidine baseMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
Org Lett 13:2026-9. 2011..The method provides facile access to enantioenriched α,γ-functionalized butenolides that can be further manipulated, thereby rendering them useful synthetic intermediates...
Enantioselective Henry (nitroaldol) reaction catalyzed by axially chiral guanidinesHitoshi Ube
Department of Chemistry, Graduate School of Science, Tohoku University, Aoba ku, Sendai, Japan
Bioorg Med Chem Lett 19:3895-8. 2009..Optically active nitroaldol products were obtained in acceptable yields with fairly good enantio- and diastereoselectivities at low temperature...
Chiral Brønsted acid catalyzed stereoselective addition of azlactones to 3-vinylindoles for facile access to enantioenriched tryptophan derivativesMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Aramaki, Aoba ku, Sendai 980 8578, Japan
Angew Chem Int Ed Engl 50:12586-90. 2011..This method enables facile access to tryptophan derivatives with adjacent quaternary and tertiary stereogenic centers, which are potentially useful for the synthesis of peptidomimetics...
Enantioselective friedel-crafts reaction of electron-rich alkenes catalyzed by chiral Brønsted acidMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan
J Am Chem Soc 129:292-3. 2007
Chiral Brønsted acid catalysis for enantioselective Hosomi-Sakurai reaction of imines with allyltrimethylsilaneNorie Momiyama
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai, 980 8578, Japan
Org Lett 13:2126-9. 2011....
Platinum-catalyzed dehydroalkoxylation-cyclization cascade via N-O bond cleavageItaru Nakamura
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
J Am Chem Soc 131:4198-9. 2009....
Copper-catalyzed rearrangement of (Z)-propynal hydrazones via N-N bond cleavageItaru Nakamura
Research and Analytical Center for Giant Molecules and Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980 8578 Japan
Org Lett 12:4198-200. 2010....
Palladium-catalyzed indolization of N-aroylbenzotriazoles with disubstituted alkynesItaru Nakamura
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
Org Lett 11:1055-8. 2009..In the present reaction, the aroylbenzotriazole acts as a synthetic equivalent of a 2-haloanilide in Larock's indole synthesis...
Double bond isomerization/enantioselective aza-Petasis-Ferrier rearrangement sequence as an efficient entry to anti- and enantioenriched beta-amino aldehydesMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
J Am Chem Soc 131:6354-5. 2009..The chiral phosphoric acid also functioned as an efficient resolving catalyst of racemic hemiaminal vinyl ethers...
Copper-catalyzed skeletal rearrangement of O-propargylic alkylaldoximes via N-O bond cleavageItaru Nakamura
Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
Org Lett 14:206-9. 2012..O-Propargylic oximes that possess a proton at the α-position of the oxime group were effectively converted to the corresponding oxiranyl N-alkenylimines via a 5-endo-dig cyclization followed by the cleavage of the N-O bond...
Synthesis of azepine derivatives by rhodium-catalyzed tandem 2,3-rearrangement/heterocyclizationItaru Nakamura
Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai, 980 8578 Japan http www orgreact sakura ne jp en index html
Angew Chem Int Ed Engl 51:10816-9. 2012....
Relay catalysis using a rhodium complex/chiral brønsted Acid binary system: enantioselective reduction of a carbonyl ylide as the reactive intermediateMasahiro Terada
Department of Chemistry, Graduate School of Science, Tohoku University, Aramaki, Aoba ku, Sendai 980 8578 Japan http www orgreact sakura ne jp index html Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Aramaki, Aoba ku, Sendai 980 8578 Japan
Angew Chem Int Ed Engl 51:2093-7. 2012..The four-step transformation involves a rhodium carbene complex, a carbonyl ylide, and an isobenzopyrylium intermediate, the enantioselective reduction of which yields isochromanone derivatives in good yield with high selectivity...
Platinum-catalyzed cycloisomerization of 1,4-enynes via 1,2-alkenyl rearrangementTakuma Sato
Department of Chemistry and Research, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
Org Lett 13:4992-5. 2011..The reaction proceeded through an unprecedented 1,2-alkenyl rearrangement that afforded a novel reaction topology of 1,4-enynes...
Regioselective transformation of O-propargylic arylaldoximes to four-membered cyclic nitrones by copper-catalyzed skeletal rearrangementItaru Nakamura
Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai 980 8578, Japan
Org Lett 13:3616-9. 2011..The reactions proceeded via a tandem [2,3]-rearrangement and 4π-electrocyclization of the N-allenylnitrone intermediate and involved cleavage of the carbon-oxygen bond...
Activation of hemiaminal ethers by chiral brønsted acids for facile access to enantioselective two-carbon homologation using enecarbamatesMasahiro Terada
Department of Chemistry, Graduate School of Scienece, Tohoku University, Aramaki, Aoba ku, Sendai 980 8578 Japan, Fax 81 22 795 6602, http hanyu chem tohoku ac jp approximately web lab index2 html
Angew Chem Int Ed Engl 48:2553-6. 2009..The process affords the corresponding products in good to high enantioselectivity (see scheme; Boc=tert-butoxycarbonyl, G=aromatic group). The method enables facile access to highly enantioenriched 1,3-diamine derivatives...
