75411-49-3Relevant academic research and scientific papers
Ein einfacher und allgemeiner Zugang zu 2-Fluor-1,3-dienen
Spahic, Bojana,Thu, Truong Thi My,Schlosser, Manfred
, p. 1236 - 1241 (1980)
Upon treatment of 1- chloro-1-fluoro-2-halomethylcyclopropanes with zinc, fluorodienes are formed in high yield.The general applicability of this method is illustrated by examples using model compounds of the acyclic and cyclic type.
Metal-free, aerobic dioxygenation of alkenes using hydroxamic acids
Schmidt, Valerie A.,Alexanian, Erik J.
supporting information; scheme or table, p. 4491 - 4494 (2010/08/21)
(Chemical equation presented) One dioxygenation please, hold the metal: In the presence of either oxygen or air as the sole oxidant and external oxygen atom source, a variety of unsaturated hydroxamic acids afford cyclic hydroxamates that are readily converted into 1,2-diols, with the potential for high levels of reaction stereocontrol.
Oxidative esterification of alkenes via π- and σ-organopalladium complexes: New pathways for the reaction
Kozitsyna, N.Yu.,Bukharkina,Martens,Vargaftik,Moiseev
, p. 69 - 75 (2007/10/03)
New mechanistic data on the oxidative esterification of alkenes were obtained in the study of the reaction of Pd(II) acetate with hex-1-ene, methylcyclohex-1-ene and racemic α-pinene in a chloroform solution. High yields of unsaturated esters with terminal alcohol group were found in the oxidation of hex-1-ene, while the exocyclic methyl groups in methylcyclohex-1-ene and α-pinene remain untouched.
KF-Al2O3 is an efficient solid support reagent for the acetylation of amines, alcohols, and phenols. Impeding effect of solvent on the reaction rate
Yadav, Veejendra K,Ganesh Babu,Mittal, Manish
, p. 7047 - 7051 (2007/10/03)
KF-Al2O3 brings about rapid acetylation of a range of amines, alcohols, and phenols with Ac2O/AcCl. Aliphatic alcohols are acetylated chemoselectively in the presence of phenols. 1° alcohols react several times faster than 2° alcohols. 3° alcohols do not react.
Reaction of cyclic allylic acetates with aliphatic alcohols in the presence of cerium(III) chloride
Uzarewicz,Dresler
, p. 1921 - 1930 (2007/10/03)
The reactions of selected allylic acetates with methanol, ethanol, n-propyl alcohol, isopropyl alcohol and tert-butyl alcohol in the presence of catalytic amounts of cerium(III) chloride are described. Allylic alkyl ethers, bis-allylic ethers and 1,3-dienes were obtained depending on the structure of the acetates.
Pd-containing catalytic system for oxidative acetoxylation of alkenes
Romanenko,Tormyshev,Shteingarts
, p. 1549 - 1562 (2007/10/03)
Four-substituted cyclohexenes were used as examples for revealing the substituent effect on composition of products obtained by oxidative acetoxylation of alkenes catalyzed with Pd(II) acetate. The distribution of products is rationalized on assumption of relative stability of allylic anions and steric strains in (π-allyl)palladium intermediates. Stereoselective yield of trans-substituted endo-acetates is due to stabilizing effect of lower unoccupied orbital of the forming C-OAc bond and occupied orbitals of pseudoaxial C-H bonds at the cycle in the transition states. The substrates capable of this reaction are limited to alkenes with insignificant steric shielding of the double bond. The study of the influence on the process of the characteristics of oxidant used in the catalytic system revealed that the most significant difference is observed between catalysts prepared as homogeneous oxidative systems and those containing heterogeneous oxidant MnO2 or TiO2 as additive. 1998 MAHK "Hayka/Interperiodica".
Alcoholyses and acetolyses of allylic and tertiary benzylic alcohols catalyzed by 2,3-dichloro-5,6-dicyanobenzoquinone
Iranpoor,Mottaghinejad
, p. 2253 - 2260 (2007/10/02)
Allylic and tertiary benzylic alcohols can be converted into their corresponding ethers and acetates selectively and efficiently in the presence of catalytic amounts of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ).
The claisen rearrangement in synthesis: Acceleration of the johnson orthoester protocol en route to bicyclic lactones
Jones, Graham B.,Huber, Robert S.,Chau, Sotheary
, p. 369 - 380 (2007/10/02)
Catalysis of the Claisen orthoester rearrangement of triethyl orthoacetate and a number of 2-cycloalken-1-ols has been achieved using acidic catalysis and brief microwave thermolysis in DMF. Unlike conventional methods of thermolysis, very high yields of rearranged products are typically obtained in less than ten minutes, and the Claisen products themselves require no further purification. The synthetic utility of the products so obtained is demonstrated in a general synthesis of functionalized bicyclic lactones.
Preparation of Allylic Acetates from Simple Alkenes by Palladium(II)-Catalyzed Acetoxylation
Hansson, Sverker,Heumann, Andreas,Rein, Tobias,Akermark, Bjoern
, p. 975 - 984 (2007/10/02)
The scope and limitations of palladium-catalyzed allylic acetoxylation has been investigated, using benzoquinone-manganese dioxide as the reoxidation system.Unsubstituted cycloalkenes gave good to excellent yields of allylic acetates.Total yields were also good for many substituted cycloalkenes and for linear alkenes, but these substrates generally gave several isomeric acetates.The exploratory mechanistic studies show that the acetoxylation can proceed via both 1,2-acetoxypalladation and η3-allylpalladium complex formation.The keen balance between these processes depends on the structure of the alkene.
Palladium-Catalyzed Allylic Oxidation of Cyclohexenes Using Molecular Oxygen as Oxidant
Bystroem, Styrbjoern E.,Larsson, E. Magnus,Akermark, Bjoern
, p. 5674 - 5675 (2007/10/02)
Cyclohexene and some related alkenes are readily converted into allyl acetates by catalytic amounts of palladium acetate and a reoxidation system consisting of molecular oxygen and either hydroquinone and a second transition metal acetate or cobalt(II) Schiff's base complexes such as 7 and 8.
