75991-48-9Relevant academic research and scientific papers
Asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated aldehydes catalyzed by a chiral diene-rhodium complex
Hayashi, Tamio,Tokunaga, Norihito,Okamoto, Kazuhiro,Shintani, Ryo
, p. 1480 - 1481 (2007/10/03)
Asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated aldehydes proceeded in the presence of a rhodium catalyst (3 mol %) coordinated with a chiral diene ligand ((R,R)-Bn-bod*) to give the corresponding β-arylaldehydes with perfect 1,4-selectivi
Design, synthesis, and application of a C2 symmetric chiral ligand for enantioselective conjugate addition of organolithium to α,β-unsaturated aldimine
Shindo, Mitsuru,Koga, Kenji,Tomioka, Kiyoshi
, p. 9351 - 9357 (2007/10/03)
A C2 symmetric chiral diether ligand, (1R,2R)-1,2-dimethoxy-1,2- diphenylethane, was designed and synthesized on the basis of the concept of an asymmetric oxygen atom. Mediated by the chiral diether, high enantioselectivities were achieved in conjugate addition of organolithiums to naphthaldehyde imine and cyclic and acyclic α,β-unsaturated aldimines. The absolute configuration of the product is predictable by the model.
Asymmetric Michael Additions to α,β-Unsaturated Oxazolines. An Efficient Preparation of Chiral β,β-Disubstituted Propionaldehydes
Meyers, A. I.,Shipman, Michael
, p. 7098 - 7102 (2007/10/02)
A short stereoselective route to a variety of chiral, nonracemic α,β-unsaturated oxazolines derived from (S)-tert-leucinol is described.Addition of organolithium reagents to this chiral oxazoline occurs in a Michael fashion, giving rise to adducts with hi
Chiral Homoenolate Equivalents, II. - Asymmetric Synthesis of 3-Substituted 3-Phenylpropionaldehydes via Metallated Chiral Cinnamylamines
Ahlbrecht, Hubertus,Enders, Dieter,Santowski, Ludger,Zimmermann, Gerd
, p. 1995 - 2004 (2007/10/02)
The diastereomeric excess obtained in alkylation reactions of the chiral homoenolate equivalent 22 with prolinol ether as chiral auxiliary leading to the formation of phenylpropionaldehydes 24 depends strongly on the solvent used.The structure of the alkylating reagent on the other hand is not important.The best results (about 9:1) are obtained in tert-butyl methyl ether as solvent.Other chiral auxiliaries testet were uneffective. - Key Words: Chiral homoenolate equivalents / Alkylation / Chiral 1-aminoallyl anions / Chiral aldehydes
A NEW AND EFFECTIVE ASYMMETRIC SYNTHESIS OF 3-PHENYLALKANALS
Mukaiyama, Teruaki,Hayashi, Hiroki,Miwa, Tetsuo,Narasaka, Koichi
, p. 1637 - 1640 (2007/10/02)
Highly optically active 3-phenylalkanals were obtained by the reaction of alkyl halides and a chiral homoenolate equivalent derived from the cinnamyl ether 3 and potassium diisopropylamide, followed by acidic hydrolysis.
CHIRAL HOMOENOLATE EQUIVALENTS. I. ASYMMETRIC SYNTHESIS OF β-SUBSTITUTED ALDEHIDES VIA METALATED CHIRAL ALLYLAMINES
Ahlbrecht, Hubertus,Bonnet, Gerhard,Enders, Dieter,Zimmermann, Gerd
, p. 3175 - 3178 (2007/10/02)
Metalated chiral allylamines of type 2 (M = Li, K) are used as chiral homoenolate equivalents and allow after alkylation and acidic hydrolysis asymmetric C-C bond formations to β-substituted aldehydes in enantiomeric excesses up to 67percent.
