105016-64-6Relevant academic research and scientific papers
Catalytic asymmetric epoxidation of naphthoquinone derivatives under phase-transfer catalyzed conditions
Arai, Shigeru,Oku, Makoto,Miura, Motoko,Shioiri, Takayuki
, p. 1201 - 1202 (1998)
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
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 (1987)
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 (1987)
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
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
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
CATALYTIC ASYMMETRIC WEITZ-SCHEFFER REACTION IN THE PRESENCE OF BOVINE SERUM ALBUMIN
Colonna, Stefano,Manfredi, Amedea
, p. 387 - 390 (2007/10/02)
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.
