40692-92-0Relevant academic research and scientific papers
Asymmetric hydroformylation of conjugated dienes catalysed by [(R)-2-diphenylphosphino-1,1′-dinaphthalen-2′-yl] [(S)-1,1′-dinaphthalene-2,2′-diyl]phosphite-rhodium(I)
Horiuchi, Toshihide,Ohta, Tetsuo,Nozaki, Kyoto,Takaya, Hidemasa
, p. 155 - 156 (1996)
Asymmetric hydroformylation of conjugated dienes such as vinylcyclohexene, (E)-phenyl-buta-1,3-diene and 4-methyl-penta-1,3-diene using BINAPHOS-RhI complexes as catalysts {(R,S)-BINAPHOS = [(R)-2-diphenylphosphino-1,1′-dinaphthalen-2′-yl] [(S)-1,1′-dinaphthalene-2,2′-diyl]-phosphite} gives optically active β,γ-unsaturated aldehydes in high regio- (81-91%) and enantio-selectivities (84-97% ee).
Preparation method of tiglic aldehyde derivative
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Paragraph 0046-0048, (2018/06/16)
The invention provides a preparation method of a tiglic aldehyde derivative. The preparation method comprises the following step of carrying out catalytic oxidation on an isoamylene derivative represented as the following formula (I) in the presence of a catalyst to produce the tiglic aldehyde derivative represented as the following formula (II), wherein the catalyst is a non-metal oxide, and theR in the formula (I) or the formula (II) is selected from aliphatic hydrocarbyl, aryl, aralkyl, halogens, ester groups, acyloxy, acylamino or alkoxy. The preparation method of the tiglic aldehyde derivative provided by the invention has the characteristics of few reaction step, simple process, cheap and easily available raw materials and the like.
Cooperative organocatalysis for the asymmetric γ alkylation of α-branched enals
Bergonzini, Giulia,Vera, Silvia,Melchiorre, Paolo
supporting information; experimental part, p. 9685 - 9688 (2011/03/16)
α Branched leads to γ: The direct and enantioselective γ alkylation of α-substituted α,β-unsaturated aldehydes under dienamine catalysis has been achieved. A cooperative catalysis system that involves dienamine activation of α-branched enals and chiral Bronsted acid catalysis promotes an SN1-alkylation pathway while ensuring complete γ-site selectivity and high stereocontrol (see scheme; Bn=benzyl). Copyright
Asymmetric hydroformylation of conjugated dienes catalyzed by chiral phosphine-phosphite-Rh(I) complex
Horiuchi, Toshihide,Ohta, Tetsuo,Shirakawa, Eiji,Nozaki, Kyoko,Takaya, Hidemasa
, p. 7795 - 7804 (2007/10/03)
Asymmetric hydroformylation of conjugated dienes has been investigated using (R,S)-BINAPHOS-Rh(I) complex as a catalyst [(R,S)-BINAPHOS = (R)-2-(diphenylphosphino)-1,1'-binaphthalen-2'-yl (S)-1,1'-binaphthalene-2,2'-diyl phosphite]. Optically active β,γ-unsaturated aldehydes were obtained in high regio- (78-94%) and enantioselectivities (80-97% ee) from 1-vinylcyclohexene, 4-methyl-1,3-pentadiene, and (E)-1-phenyl-1,3-butadiene. On the other hand, hydroformylation of 1,3-butadiene gave achiral product, (E)- and (Z)-3-pentenal, in up to 95% selectivity. (R)-(E)-2-Methyl-3-pentenal was formed as the major product from both (E)- and (Z)-1,3-pentadiene, but enantioselectivity of the reaction was low. Mechanistic aspects are also discussed.
