73377-78-3Relevant academic research and scientific papers
CATALYTIC ASYMMETRIC WEITZ-SCHEFFER REACTION IN THE PRESENCE OF BOVINE SERUM ALBUMIN
Colonna, Stefano,Manfredi, Amedea
, p. 387 - 390 (1986)
Epoxidation of 2-substituted 1,4-naphthoquinones with t-BuOOH or H2O2 in the presence of a catalytic amount of bovine serum albumin afforded the corresponding epoxynaphthoquinones in up 70percent e.e.
Enantioselective epoxidation of 2-substituted 1,4-naphthoquinones using gem-dihydroperoxides
Bunge, Alexander,Hamann, Hans-Jürgen,McCalmont, Eve,Liebscher, Jürgen
scheme or table, p. 4629 - 4632 (2009/10/26)
New gem-dihydroperoxides were successfully used for DBU-promoted enantioselective epoxidation of 2-substituted 1,4-naphthoquinones. The corresponding 1,4-naphthoquinone epoxides were obtained in yields up to 97% and ee's up to 82%.
Catalytic asymmetric epoxidation of enones under phase-transfer catalyzed conditions
Arai, Shigeru,Tsuge, Hiroki,Oku, Makoto,Miura, Motoko,Shioiri, Takayuki
, p. 1623 - 1630 (2007/10/03)
The development of the catalytic asymmetric epoxidation of enones promoted by aqueous H2O2 with chiral quaternary ammonium salts is described. The reaction smoothly proceeded to give α,β-epoxyketones with satisfactory enantioselectivities in both the trans and cis enone systems (up to 92% ee) by use of cinchonine or quinidine derivatives (5 mol%) as phase transfer catalysts.
The enantioselective epoxidation of quinones using sugar hydroperoxides
Dwyer, Catherine L.,Gill, Christopher D.,Ichihara, Osamu,Taylor, Richard J. K.
, p. 704 - 706 (2007/10/03)
Sugar-derived hydroperoxides have been employed for DBU-promoted enantioselective epoxidation reactions. Optimisation studies are reported using 2-(5-cyclohexylpentadienamido)-1,4-benzoquinone (maximum ee = 67%); the resulting epoxide is an important synt
Catalytic asymmetric epoxidation of naphthoquinone derivatives under phase-transfer catalyzed conditions
Arai, Shigeru,Oku, Makoto,Miura, Motoko,Shioiri, Takayuki
, p. 1201 - 1202 (2007/10/03)
2-Alkyl-1,4-naphthoquinones were smoothly transformed to the corresponding epoxides in moderate to good yields with good enantioselectivities (up to 76% ee) under mild reaction conditions by use of a catalytic amount of chiral quaternary ammonium salts de
ASYMMETRIC WEITZ - SCHEFFER EPOXIDATION PROMOTED BY BOVINE SERUM ALBUMIN. PART III. HIGHLY STEREOELECTIVE SYNTHESIS OF OPTICALLY ACTIVE EPOXYNAPHTHOQUINONES.
Colonna, Stefano,Gaggero, Nicoletta,Manfredi, Amedea,Spadoni, Massimo,Casella, Luigi,et al.
, p. 5169 - 5178 (2007/10/02)
The epoxidation of 2-substituted naphthoquinones with t-BuOOH in an aqueous buffer solution containing a small amount (up to 5 percent molar equiv) of bovine serum albumin (BSA) gives the corresponding epoxides with enantiomeric excess (e.e.) up to 100 pe
THE EFFECT OF ORGANIC COSOLVENTS ON THE ENANTIOSELECTIVITY IN THE BOVINE SERUM ALBUMIN CATALYZED WEITZ-SCHEFFER CONDENSATION
Colonna, Stefano,Manfredi, Amedea,Spadoni, Massimo
, p. 1577 - 1580 (2007/10/02)
Water miscible or immiscible organic cosolvents can strongly influence the enantioselectivity of the Weitz-Scheffer condensation catalyzed by bovine serum albumin, the enantiomeric excess (e.e.) being in the range 0-90percent.
CATALYTIC ASYMMETRIC WEITZ-SCHEFFER EPOXIDATION PROMOTED BY BOVINE SERUM ALBUMIN. PART II.
Colonna, Stefano,Manfredi, Amedea,Annunziata, Rita,Spadoni, Massimo
, p. 2157 - 2164 (2007/10/02)
The epoxidation of 2 and 2,3-substituted naphthoquinones with t-BuOOH in aqueous buffer solutions, in the presence of bovine serum albumin (BSA) as chiral catalyst, affords the corresponding epoxynaphthoquinones with enantiomeric excess (e.e) up to 79perc
Catalytic Asymmetric Induction in Oxidation Reactions. Synthesis of Optically Active Epoxynaphthoquinones
Pluim, Henk,Wynberg, Hans
, p. 2498 - 2502 (2007/10/02)
Optically active 2,3-epoxides of a variety of substituted 1,4-naphthoquinones have been prepared in an asymmetric synthesis.Enantiomeric excess of up to 45percent were realized.Some data could be obtained concerning the influence of substituents on the en
