- Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates and their application to kinetic resolution
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Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates such as alkenyl esters, alkenyl ethers, and azlactones (oxazol-5(4H)-ones) are described. These reactions were applied for kinetic resolution of chiral compounds and high selectivities were achieved with vinyl ethers of 2-substituted cyclohexanols, 1,1′-bi-2-naphthols, 1,1′-bi-2-phenols, and 4,4-disubstituted azlactones. Oxidative carbon-carbon bond cleavage reactions, which were found in the course of the study of asymmetric hydrolysis were also described.
- Tokunaga, Makoto,Aoyama, Hiroshi,Kiyosu, Junya,Shirogane, Yuki,Iwasawa, Tetsuo,Obora, Yasushi,Tsuji, Yasushi
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p. 472 - 480
(2008/02/06)
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- Difunctional and Hetercyclic Prducts from the Ozonolysis of Conjugated C5-C8 Cyclodienes
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Ozonolyses of the conjugated C5-C8 cyclodienes 1a-d in methanol, followed by reduction with DMS, have been examined.Monoozonolyses gave the corresponding unsaturated dialdehydes 2e as the primary products.In subsequent reactions, the dialdehydes 2e derived from the monoozonolyses of 1a, 1b, and 1c gave in high yields the heterocyclic compounds 7, 8k, and 9k, respectively.Diozonolyses of 1a-d gave the corresponding dialdehydes 3e as the primary products.In subsequent reactions, the dialdehydes 3e derived from 1b and 1c gave the heterocyclic compounds 8l and 9l, respectively.In addition, aldehydes 2e and 3e undervent partial acetalization reactions with methanol.
- Griesbaum, Karl,Jung, In Chang,Mertens, Henri
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p. 6024 - 6027
(2007/10/02)
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- STABLE SELENOXANTHENIUM YLIDES : SYNTHESIS AND NEW REDUCTIVE CYCLIZATION OF SELENOXANTHEN-10-IO(ALKOXALYL ALKOXYCARBONYL)METHANIDES AND THEIR RELATED COMPOUNDS
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Stereoisomers of 9-substituted selenoxanthen-10-io(alkoxalyl alkoxycarbonyl)methanides were prepared from the corresponding selenoxides and activated acetylenes.In the reaction of 9-phenylselenoxanthene 10-oxide(1c) with methyl propiolate afforded an unexpected product, methyl 9-phenylselenoxanthen-9-ylpropiolate(5) together with ylide(2e).The selenonium ylides underwent new reductive cyclization with sodium borohydride to afford new cyclic selenonium ylides.
- Kataoka, Tadashi,Tomimatsu, Kiminori,Shimizu, Hiroshi,Hori, Mikio
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