7214-49-5Relevant academic research and scientific papers
A Scalable Synthesis of (R,R)-2,6-Dimethyldihydro-2H-pyran-4(3H)-one
Young, Ian S.,Haley, Matthew W.,Tam, Annie,Tymonko, Steven A.,Xu, Zhongmin,Hanson, Ronald L.,Goswami, Animesh
, p. 1360 - 1368 (2015/11/02)
A scalable synthesis of (R,R)-2,6-dimethyldihydro-2H-pyran-4(3H)-one is reported. Key to this strategy is the Ti(OiPr)4-catalyzed Kulinkovich cyclopropanation of silyl protected (R)-ethyl 3-hydroxybutanoate, and subsequent oxidative fragmentati
Kinetic resolution of chiral cyclohex-2-enones by rhodium(I)/binap- catalyzed 1,2- and 1,4-additions
Kolb, Andreas,Hirner, Sebastian,Harms, Klaus,Zezschwitz, Paultheo Von
supporting information; experimental part, p. 1978 - 1981 (2012/06/18)
The feasibility of kinetic resolutions of racemic monosubstituted cyclohex-2-enones by Rh/binap-catalyzed reactions was investigated. 1,2-Addition of AlMe3 to the 5-substituted derivatives furnished allylic alcohols in the matched case, while t
Total synthesis of (±)-arohynapene B
Sugimura, Hideyuki,Uchida, Yuki
, p. 352 - 353 (2007/10/03)
The total synthesis of (±)-arohynapene B, an anticoccidial agent isolated from the fermentation broth of a fungal strain, has been achieved. The tetrahydronaphthalene ring was constructed by the Diels-Alder reaction between dimethyl acetylenedicarboxylate
Palladium-catalyzed cyclization of alkenyl β-keto esters in the presence of chlorotrimethylsilane
Pei, Tao,Widenhoefer, Ross A.
, p. 650 - 651 (2007/10/03)
PdCl2(CH3CN)2 catalyzed the cyclization of alkenyl β-keto esters in the presence of a stoichiometric amount of SiMe3Cl to form 2-carboalkoxycyclohexanones in good yield with excellent regioselectivity.
A catalytic route to acyclic chiral building blocks: Applications of the catalytic asymmetric conjugate addition of organozinc reagents to cyclic enones
Jagt, Richard B.C.,Imbos, Rosalinde,Naasz, Robert,Minnaard, Adriaan J.,Feringa, Ben L.
, p. 221 - 229 (2007/10/03)
Through the Cu-phosphoramidite-catalyzed asymmetric conjugate addition a number of chiral cyclic enones are available with high ee. Here we report the sequential conjugate addition to these enones as a route towards multisubstituted chiral cyclic ketones.
Transfer Hydrogenation of Ketones with (1-) as the Precatalyst
Bhaduri, Sumit,Sharma, Krishna,Mukesh, Doble
, p. 1191 - 1200 (2007/10/02)
The cluster 1a has been found to be an efficient precatalyst for the transfer hydrogenations of ketones and α,β-unsaturated ketones.With substrates such as (5S)-carvone , (3R)-methylcyclopentanone and (3R)-methylcyclohexanone, moderate to high diastereoselectivities were observed for reduction of the conjugated olefinic and ketonic functionalities respectively.Aromatisation of carvone to 5-isopropyl-2-methylphenol and disproportionation of cyclohex-2-en-1-one to phenol and cyclohexanone have also been found to be catalysed by 1a.Studies with radical inhibitors and other evidence suggest a radical mechanism for the transfer-hydrogenation and aromatisation reactions.In the transfer hydrogenation of cyclohex-2-en-1-one, the rate of conversion of 1a into other soluble species can be modelled accurately if autocatalysis is assumed.The time-dependent concentration profiles of cyclohex-2-en-1-one, cyclohexanone and cyclohexanol are simulated well if autocatalytic formation of an active intermediate followed by consecutive reactions leading to the formation of products is assumed.Such a model is also consistent with the proposed radical mechanism.
A CONVENIENT PROCEDURE FOR DISSOLVING METAL REDUCTIONS
Markgraf, J. Hodge,Staley, Stuart Waugh,Allen, Timothy R.
, p. 1471 - 1478 (2007/10/02)
Alicyclic α,β-unsaturated ketones react with lithium in ethylenediamine, followed by Jones oxidation, to give cyclic ketones in good yield.The stereoselectivity at the β position parallels that observed with lithium in liquid ammonia.
