- IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS
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5, 9-dimethyl-9-hydroxy-decen-4-al, having the formula (I).
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Page/Page column 27; 28
(2015/01/09)
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- HYDROGENATION OF DIENALS WITH RHODIUM COMPLEXES UNDER CARBON MONOXIDE FREE ATMOSPHERE
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The present invention relates to the field of catalytic hydrogenation and, more particularly, to a process for the reduction by hydrogenation, using molecular H2, of a C6-C20 conjugated dienal into the corresponding deconjugated enal, characterized in that said process is carried out in the presence of a catalytic system comprising at least a base and at least one complex in the form of a rhodium complex comprising a C34-C60 bidentate diphosphine ligand (L2) coordinating the rhodium.
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Paragraph 0116; 0117; 0118
(2014/01/08)
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- HYDROGENATION OF DIENALS WITH RHODIUM COMPLEXES UNDER CARBON MONOXIDE FREE ATMOSPHERE
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The present invention relates to the field of catalytic hydrogenation and, more particularly, to a process for the reduction by hydrogenation, using molecular H2, of a C6-C20 conjugated dienal into the corresponding deconjugated enal, characterized in that said process is carried out in the presence of a catalytic system comprising at least a base and at least one complex in the form of a rhodium complex comprising a C34-C60 bidentate diphosphine ligand (L2) coordinating the rhodium.
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Page/Page column 21-23
(2012/11/14)
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- Tandem Pd(II)-catalyzed vinyl ether exchange-claisen rearrangement as a facile approach to γ,δ-unsaturated aldehydes
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(Chemical Equation Presented) A sequential allyl vinyl ether formation-Claisen rearrangement process catalyzed by a palladium(II)- phenanthroline complex is reported. The effects of allylic alcohol structure, type of vinylating agent, and palladium catalysts are discussed. This method provides a convenient approach to γ,δ unsaturated aldehydes under mild conditions that avoid the use of toxic Hg(II) catalysts. The new methodology has been successfully demonstrated on the kilogram scale.
- Wei, Xudong,Lorenz, Jon C.,Kapadia, Suresh,Saha, Anjan,Haddad, Nizar,Busacca, Carl A.,Senanayake, Chris H.
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p. 4250 - 4253
(2008/02/04)
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- Simple approach to optically active drimane sesquiterpenes based on enzymatic resolution
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When the β-acyloxy esters (±)-10 and (±)-II were exposed to the lipase OF-360 from Candida rugosa or immobilized lipase OF-360 in a water- saturated organic solvent, the hydrolyzed product (8aS)-6 was obtained in high chemical (40%) and optical (>99%ee) yields. The absolute structure of (8aS)-6 was confirmed by the fact that (8aS)-6 was converted into an authentic sample γ-keto nitrile (8aS)-17. Treatment of the diol (±)-12 with isopropenyl acetate in the presence of the lipase Godo E-4 from Pseudomonas sp. provided the unchanged (8aR)-12 (89% ee) in 42% yield.
- Akita, Hiroyuki,Nozawa, Masako,Futagami, Yoshiko,Miyamoto, Maiko,Saotome, Chikako
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p. 824 - 831
(2007/10/03)
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- Preparation and rearrangement of 2-allyloxyethyl aryl sulfoxides; a mercury-free claisen sequence
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Alkali metal hydride promoted addition of allylic alcohols to aryl vinyl sulfoxides at room temperature gives 2-allyloxyethyl aryl sulfoxides, which, on heating, are converted into γ,δ-unsaturated aldehydes via allylic vinyl ethers.
- Mandai, Tadakatsu,Ueda, Masaki,Hasegawa, Shun-Ichi,Kawada, Mikio,Tsuji, Jiro,Saito, Seiki
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p. 4041 - 4044
(2007/10/02)
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- NEW SIGMATROPIC SEQUENCES BASED ON THE -WITTIG REARRANGEMENT OF THE BIS ALLYLIC ETHER SYSTEM A GENERAL APPROACH TO REGIOCONTROLLED C-C BOND FORMATION OF ALLYLIC MOIETIES LEADING TO UNSATURATED CARBONYL COMPOUNDS
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Four new sigmatropic sequences triggered by the regiocontrolled -Wittig rearrangement of unsymmetrical bis-allylic ethers (1) to the 1,5-dien-3-ols (2) are described, which provide unique, regiocontrolled methods for the synthesis of a wide variety of unsaturated carbonyl compounds possessing interesting molecular frameworks.The newly developed sequences include the -Wittig-Claisen, the tandem -Wittig-oxy-Cope, the tandem oxy-Cope-Claisen, and the tandem oxy-Cope-Cope sequences.
- Mikami, Koichi,Kishi, Naoyuki,Nakai, Takeshi,Fujita, Yoshiji
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p. 2911 - 2918
(2007/10/02)
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- Improved Total Synthesis of (+/-)-Drimenin
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A highly efficient three-step synthesis of the sesquiterpene (+/-)-drimenin (4) from the β-keto ester (1) is described.Compound (1) was prepared in five steps from linalool.
- Liapis, Maria,Ragoussis, Valentine,Ragoussis, Nikitas
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p. 815 - 818
(2007/10/02)
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- New Sigmatropic Sequences Based on the Wittig Rearrangement of Bis-Allylic Ethers. Regiocontrolled Joining Reactions of Two or Three Allylic Moieties Leading to Unsaturated Carbonyl Compounds
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Three new sigmatropic sequences based on the Wittig rearrangement of bis-allylic ethers are described which provide unique, regiocontrolled methods for the synthesis of a variety of unsaturated carbonyl compounds possessing interesting molecular frameworks.
- Mikami, K.,Taya, S.,Nakai, T.,Fujita, Y.
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p. 5447 - 5449
(2007/10/02)
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