762-26-5Relevant academic research and scientific papers
IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS
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, (2015/01/09)
5, 9-dimethyl-9-hydroxy-decen-4-al, having the formula (I).
HYDROGENATION OF DIENALS WITH RHODIUM COMPLEXES UNDER CARBON MONOXIDE FREE ATMOSPHERE
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Paragraph 0116; 0117; 0118, (2014/01/08)
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.
HYDROGENATION OF DIENALS WITH RHODIUM COMPLEXES UNDER CARBON MONOXIDE FREE ATMOSPHERE
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Page/Page column 21-23, (2012/11/14)
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.
Tandem Pd(II)-catalyzed vinyl ether exchange-claisen rearrangement as a facile approach to γ,δ-unsaturated aldehydes
Wei, Xudong,Lorenz, Jon C.,Kapadia, Suresh,Saha, Anjan,Haddad, Nizar,Busacca, Carl A.,Senanayake, Chris H.
, p. 4250 - 4253 (2008/02/04)
(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.
Simple approach to optically active drimane sesquiterpenes based on enzymatic resolution
Akita, Hiroyuki,Nozawa, Masako,Futagami, Yoshiko,Miyamoto, Maiko,Saotome, Chikako
, p. 824 - 831 (2007/10/03)
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.
Preparation and rearrangement of 2-allyloxyethyl aryl sulfoxides; a mercury-free claisen sequence
Mandai, Tadakatsu,Ueda, Masaki,Hasegawa, Shun-Ichi,Kawada, Mikio,Tsuji, Jiro,Saito, Seiki
, p. 4041 - 4044 (2007/10/02)
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.
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
Mikami, Koichi,Kishi, Naoyuki,Nakai, Takeshi,Fujita, Yoshiji
, p. 2911 - 2918 (2007/10/02)
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.
Improved Total Synthesis of (+/-)-Drimenin
Liapis, Maria,Ragoussis, Valentine,Ragoussis, Nikitas
, p. 815 - 818 (2007/10/02)
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.
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
Mikami, K.,Taya, S.,Nakai, T.,Fujita, Y.
, p. 5447 - 5449 (2007/10/02)
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.
