41169-33-9Relevant academic research and scientific papers
Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
Radivoy, Gabriel,Alonso, Francisco,Moglie, Yanina,Vitale, Cristian,Yus, Miguel
, p. 3859 - 3864 (2007/10/03)
The reduction of a series of alkyl mesylates, dimesylates and triflates to the corresponding hydrocarbons was efficiently performed using a reducing system composed of CuCl2·2H2O, an excess of lithium sand and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB), in tetrahydrofuran at room temperature. The process was also applied to enol and dienol triflates affording alkenes and dienes, respectively. The use of the deuterated copper salt CuCl2·2D2O allowed the simple preparation of the corresponding deuterated products.
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.
Total Synthesis of (R)-Dihydroactinidiolide and (R)-Actinidiolide Using Asymmetric Catalytic Hetero-Diels-Alder Methodology
Yao, Sulan,Johannsen, Mogens,Hazell, Rita G.,J?rgensen, Karl Anker
, p. 118 - 121 (2007/10/03)
The total synthesis of the naturally occurring bicyclic lactones (R)-dihydroactinidiolide and (R)-actinidiolide is presented. The key step in the syntheses is the copper(II)-bisoxazoline-catalyzed hetero-Diels-Alder reaction of a cyclic diene with ethyl glyoxylate giving the hetero-Diels-Alder product in high yield and with very high regio-, diastereo-, and enantioselectivity. The total syntheses proceed via an intermediate, which also has the potential for a series of other natural products. The structure of the key intermediate is confirmed by X-ray analysis.
The reaction of cyclic allylic alcohols with aliphatic alcohols in the presence of cerium(III) chloride
Uzarewicz,Dresler
, p. 181 - 195 (2007/10/03)
Cyclic secondary and tertiary allylic alcohols react with primary aliphatic alcohols in the presence of cerium(III) chloride heptahydrate to give alkyl allylic ethers. When secondary or tertiary aliphatic alcohols are used 1,3-dienes are obtained from allylic alcohols heaving the 3-methyl-2-en-1-ol moiety (3-8, 13-15).
Synthesis of Alkyl Allylic Ethers and 1,3-Dienes by the Reaction of Conjugated Cyclohexenones with Sodium Borohydride-Cerium(III) Chloride in Aliphatic Alcohols
Uzarewicz, A.,Dresler, R.
, p. 1655 - 1658 (2007/10/03)
The reaction of conjugated cyclohexenones 1,3-containing 3-methyl-2-en-1-one moiety with NaBH4/CeCl3*7H2O in primary aliphatic alcohols (MeOH, EtOH, n-PrOH) affords alkyl allylic ethers and 1,3-dienes.In isopropanol or tert-butanol only 1,3-dienes are obtained.Ketones 4-6 containing 2-methyl-2-en-1-one moiety are reduced under the same conditions to the corresponding allylic alcohols irrespective of the alcohol used.Key words: reduction, α,β-unsaturated ketones, allylic alcohols, alkyl allylic ethers, sodium borohydride, cerium(III) chloride
Vapor-Phase Reduction of Aldehydes and Ketones with 2-Propanol over Hydrous Zirconium Oxide
Shibagaki, Makoto,Takahashi, Kyoko,Kuno, Hideyuki,Kawakami, Hiroshi,Matsushita, Hajime
, p. 1633 - 1636 (2007/10/02)
Vapor-phase reduction of aldehydes and ketones with 2-propanol was carried out over hydrous zirconium oxide.The reduction proceeded efficiently to give corresponding alcohols.The oxide worked continuously for 10 h without being inactivated.
SYNTHESIS WITH ORGANOBORANES. 2. SYNTHESIS OF α- AND γ-DAMASCONE
Zaidlewicz, Marek
, p. 5135 - 5138 (2007/10/02)
Selective synthesis of α- and γ-damascone, using allylic organoboranes as key intermediates, are described.
