121314-51-0Relevant articles and documents
Asymmetric hydrogenation of allylic alcohols using ir?N,P-Complexes
Li, Jia-Qi,Liu, Jianguo,Krajangsri, Suppachai,Chumnanvej, Napasawan,Singh, Thishana,Andersson, Pher G.
, p. 8342 - 8349 (2018/05/23)
In this study, a series of γ,γ-disubstituted and β,γ-disubstituted allylic alcohols were prepared and successfully hydrogenated using suitable N,P-based Ir complexes. High yields and excellent enantioselectivities were obtained for most of the substrates studied. This investigation also revealed the effect of the acidity of the N,P?Ir-complexes on the acid-sensitive allylic alcohols. DFT ΔpKa calculations were used to explain the effect of the N,P-ligand on the acidity of the corresponding Ir-complex. The selectivity model of the reaction was used to accurately predict the absolute configuration of the hydrogenated alcohols.
Copper-catalyzed asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates
Shintani, Ryo,Takatsu, Keishi,Takeda, Momotaro,Hayashi, Tamio
supporting information; experimental part, p. 8656 - 8659 (2011/11/06)
The asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates catalyzed by a copper/N-heterocyclic carbene complex was developed and the substitution products were obtained with high enantioselectivity (see scheme). To account for the observed influence of the reaction parameters a possible catalytic cycle for this process was proposed. Copyright
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
