Theme Issue in Memory to Prof. Jiro Tsuji (1927-2022)
This reprint is dedicated to Professor Jiro Tsuji, who passed away on April 1st, 2022. He pioneered the discovery of transition metal-catalyzed reactions and showed the general idea of developing these reactions in organic synthesis. Well-known reactions include several types of Pd-catalyzed reactio...
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MDPI - Multidisciplinary Digital Publishing Institute
2025
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| Accés en línia: | ONIX_20250812T110751_9783725834266_8 |
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| description | This reprint is dedicated to Professor Jiro Tsuji, who passed away on April 1st, 2022. He pioneered the discovery of transition metal-catalyzed reactions and showed the general idea of developing these reactions in organic synthesis. Well-known reactions include several types of Pd-catalyzed reactions, e.g., substitutions of allylic substrates based on the stoichiometric reaction of π-allyl palladium with carbon nucleophiles; reactions of allyl β-keto esters, resulting in allylation, olefin formation, and reduction; reactions of propargylic substrates; and methyl ketone formation from 1-olefins based on the Wacker process of ethylene. It is noteworthy that olefin formation is used as the key step in the industrial synthesis of jasmonate. Other reactions catalyzed by Pd, Ru, and Cu are carbonylation of olefins, dienes, acetylenes, and allyl compounds; decarbonylation of acid chloride and aldehydes; oxidative decomposition of catechol to muconic acid, etc. Tsuji focused on the carbon–carbon bond forming reaction from the very beginning of his research. The significance of the reactions found by Tsuji was proven by their widespread adoption in academic and industrial laboratories. Consequently, it is not surprising that Tsuji was honored with the Chemical Society of Japan Award in 1981, the Japanese Medal of Honor with Purple Ribbon in 1994, the Japan Academy Prize in 2004, and the Tetrahedron Prize in 2014. He received Honorary Professor at the Tokyo Institute of Technology. |
| format | Online |
| id | doab-20.500.12854ir-165252 |
| institution | Directory of Open Access Books |
| language | eng |
| publishDate | 2025 |
| publishDateRange | 2025 |
| publishDateSort | 2025 |
| publisher | MDPI - Multidisciplinary Digital Publishing Institute |
| publisherStr | MDPI - Multidisciplinary Digital Publishing Institute |
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| spelling | doab-20.500.12854ir-1652522025-08-12T09:14:17Z Theme Issue in Memory to Prof. Jiro Tsuji (1927-2022) Kowalska, Ewa Kobayashi, Yuichi asymmetric catalysis dynamic kinetic resolution internal allenes rhodium hydroamination (2S,3S)-S-[(Z)-aminovinyl]-3-methyl-D-cysteine (AviMeCys) photocatalytic reaction oxidative decarboxylation ribosomally synthesized and post-translationally modified peptides (RiPPs) ?-thioenamide N-hydroxyphthalimide (NHPI) ester Eosin Y C-H/C-H coupling dibenzofuran carbazole dibenzothiophene palladium catalysis benzyne 1,1-bis[(pinacolato)boryl]methane three-component coupling borate boronate ester nickel secondary carbon coupling substitution Grignard reagent copper organic synthesis “anti-Wacker”-type cyclization 3-hydroxypyridine arylboronic acids amino acids propargyl alcohols transition-metal catalysis C–H activation macrocyclization polyketide macrocycles polypeptide macrocycles palladacycle weak base route NHC green solvent C-C and C-heteroatom bonds formation cross-couplings electrochemistry cascade cyclization thiocyanation difunctionalization aryl lithium propargylic regioselectivity enantiospecificity C(sp3)–C(sp3) cross-coupling computation allylic alkylation n/a thema EDItEUR::G Reference, Information and Interdisciplinary subjects::GP Research and information: general This reprint is dedicated to Professor Jiro Tsuji, who passed away on April 1st, 2022. He pioneered the discovery of transition metal-catalyzed reactions and showed the general idea of developing these reactions in organic synthesis. Well-known reactions include several types of Pd-catalyzed reactions, e.g., substitutions of allylic substrates based on the stoichiometric reaction of π-allyl palladium with carbon nucleophiles; reactions of allyl β-keto esters, resulting in allylation, olefin formation, and reduction; reactions of propargylic substrates; and methyl ketone formation from 1-olefins based on the Wacker process of ethylene. It is noteworthy that olefin formation is used as the key step in the industrial synthesis of jasmonate. Other reactions catalyzed by Pd, Ru, and Cu are carbonylation of olefins, dienes, acetylenes, and allyl compounds; decarbonylation of acid chloride and aldehydes; oxidative decomposition of catechol to muconic acid, etc. Tsuji focused on the carbon–carbon bond forming reaction from the very beginning of his research. The significance of the reactions found by Tsuji was proven by their widespread adoption in academic and industrial laboratories. Consequently, it is not surprising that Tsuji was honored with the Chemical Society of Japan Award in 1981, the Japanese Medal of Honor with Purple Ribbon in 1994, the Japan Academy Prize in 2004, and the Tetrahedron Prize in 2014. He received Honorary Professor at the Tokyo Institute of Technology. 2025-08-12T09:14:14Z 2025-08-12T09:14:14Z 2025 book ONIX_20250812T110751_9783725834266_8 9783725834266 9783725834259 https://directory.doabooks.org/handle/20.500.12854/165252 eng image/jpeg Attribution 4.0 International https://mdpi.com/books https://mdpi.com/books/pdfview/book/10646 MDPI - Multidisciplinary Digital Publishing Institute 10.3390/books978-3-7258-3425-9 10.3390/books978-3-7258-3425-9 46cabcaa-dd94-4bfe-87b4-55023c1b36d0 9783725834266 9783725834259 172 open access |
| spellingShingle | asymmetric catalysis dynamic kinetic resolution internal allenes rhodium hydroamination (2S,3S)-S-[(Z)-aminovinyl]-3-methyl-D-cysteine (AviMeCys) photocatalytic reaction oxidative decarboxylation ribosomally synthesized and post-translationally modified peptides (RiPPs) ?-thioenamide N-hydroxyphthalimide (NHPI) ester Eosin Y C-H/C-H coupling dibenzofuran carbazole dibenzothiophene palladium catalysis benzyne 1,1-bis[(pinacolato)boryl]methane three-component coupling borate boronate ester nickel secondary carbon coupling substitution Grignard reagent copper organic synthesis “anti-Wacker”-type cyclization 3-hydroxypyridine arylboronic acids amino acids propargyl alcohols transition-metal catalysis C–H activation macrocyclization polyketide macrocycles polypeptide macrocycles palladacycle weak base route NHC green solvent C-C and C-heteroatom bonds formation cross-couplings electrochemistry cascade cyclization thiocyanation difunctionalization aryl lithium propargylic regioselectivity enantiospecificity C(sp3)–C(sp3) cross-coupling computation allylic alkylation n/a thema EDItEUR::G Reference, Information and Interdisciplinary subjects::GP Research and information: general Theme Issue in Memory to Prof. Jiro Tsuji (1927-2022) |
| title | Theme Issue in Memory to Prof. Jiro Tsuji (1927-2022) |
| title_full | Theme Issue in Memory to Prof. Jiro Tsuji (1927-2022) |
| title_fullStr | Theme Issue in Memory to Prof. Jiro Tsuji (1927-2022) |
| title_full_unstemmed | Theme Issue in Memory to Prof. Jiro Tsuji (1927-2022) |
| title_short | Theme Issue in Memory to Prof. Jiro Tsuji (1927-2022) |
| title_sort | theme issue in memory to prof jiro tsuji 1927 2022 |
| topic | asymmetric catalysis dynamic kinetic resolution internal allenes rhodium hydroamination (2S,3S)-S-[(Z)-aminovinyl]-3-methyl-D-cysteine (AviMeCys) photocatalytic reaction oxidative decarboxylation ribosomally synthesized and post-translationally modified peptides (RiPPs) ?-thioenamide N-hydroxyphthalimide (NHPI) ester Eosin Y C-H/C-H coupling dibenzofuran carbazole dibenzothiophene palladium catalysis benzyne 1,1-bis[(pinacolato)boryl]methane three-component coupling borate boronate ester nickel secondary carbon coupling substitution Grignard reagent copper organic synthesis “anti-Wacker”-type cyclization 3-hydroxypyridine arylboronic acids amino acids propargyl alcohols transition-metal catalysis C–H activation macrocyclization polyketide macrocycles polypeptide macrocycles palladacycle weak base route NHC green solvent C-C and C-heteroatom bonds formation cross-couplings electrochemistry cascade cyclization thiocyanation difunctionalization aryl lithium propargylic regioselectivity enantiospecificity C(sp3)–C(sp3) cross-coupling computation allylic alkylation n/a thema EDItEUR::G Reference, Information and Interdisciplinary subjects::GP Research and information: general |
| topic_facet | asymmetric catalysis dynamic kinetic resolution internal allenes rhodium hydroamination (2S,3S)-S-[(Z)-aminovinyl]-3-methyl-D-cysteine (AviMeCys) photocatalytic reaction oxidative decarboxylation ribosomally synthesized and post-translationally modified peptides (RiPPs) ?-thioenamide N-hydroxyphthalimide (NHPI) ester Eosin Y C-H/C-H coupling dibenzofuran carbazole dibenzothiophene palladium catalysis benzyne 1,1-bis[(pinacolato)boryl]methane three-component coupling borate boronate ester nickel secondary carbon coupling substitution Grignard reagent copper organic synthesis “anti-Wacker”-type cyclization 3-hydroxypyridine arylboronic acids amino acids propargyl alcohols transition-metal catalysis C–H activation macrocyclization polyketide macrocycles polypeptide macrocycles palladacycle weak base route NHC green solvent C-C and C-heteroatom bonds formation cross-couplings electrochemistry cascade cyclization thiocyanation difunctionalization aryl lithium propargylic regioselectivity enantiospecificity C(sp3)–C(sp3) cross-coupling computation allylic alkylation n/a thema EDItEUR::G Reference, Information and Interdisciplinary subjects::GP Research and information: general |
| url | ONIX_20250812T110751_9783725834266_8 |