An operationally simple and environmentally benign protocol for a highly regio‐ and chemoselective preparation of β‐substituted alcohols by means of ring‐opening reactions of oxiranes with various aliphatic alcohols, H2O, NaN3, and NaCN as nucleophiles in the presence of catalytic amounts of zirconium tetrakis(dodecyl sulfate) as Lewis acid/surfactant‐combined catalysts (LASCs) was developed. The high
Epoxides can be cleaved in a regio- and stereoselective manner under neutral conditions with alcohols and acetic acid in the presence of catalytic amounts of decatungstocerate(IV) ion, ([CeW10O36]8−), affording the corresponding β-alkoxy and β-acetoxy alcohols in high yields. In water, ringopening of epoxides occurs with this catalyst to produce the corresponding diols in good yields.
可以在中性条件下用醇和乙酸在催化量的decatungstocerate(IV)离子([CeW 10 O 36 ] 8-)存在下,以区域和立体选择性的方式裂解环氧化合物,得到相应的β-烷氧基和β-乙酰氧基醇收率高。在水中,该催化剂会发生环氧化物的开环反应,从而以高收率生产出相应的二醇。
Bismuth(III) Chloride (BiCl<sub>3</sub>); An Efficient Catalyst for Mild, Regio- and Stereoselective Cleavage of Epoxides with Alcohols, Acetic Acid and Water
Abstract Epoxides can be cleaved in a regio- and stereoselective manner with alcohols, acetic acid and water in the presence of catalytic amounts of bismuth(III) chloride, affording the corresponding β-alkoxy and β-acetoxy alcohols and diols in high yields.
A highly efficient protocol for regioselective ring-opening of epoxides with alcohols, water, acetic acid, and acetic anhydride catalyzed by SbF<sub>3</sub>
作者:Behzad Zeynizadeh、Masumeh Gilanizadeh、Farkhondeh Mohammad Aminzadeh
DOI:10.1080/10426507.2015.1135439
日期:2016.7.2
the corresponding β-alkoxy, β-acetoxy alcohols, and 1,2-diols in high to excellent yields. This study also represents a convenient synthesis of vic-diacetates from ring-opening of epoxides with aceticanhydride.
Mild and Efficient Ring Opening of Epoxides Catalyzed by Potassium Dodecatungstocobaltate(III)
作者:Shahram Tangestaninejad、Majid Moghadam、Valiollah Mirkhani、Bahram Yadollahi、S. Mohammad R. Mirmohammadi
DOI:10.1007/s00706-005-0415-7
日期:2006.2
Efficientring opening of epoxides under mild conditions is reported. Potassium dodecatungstocobaltate(III) trihydrate was used as an efficient catalyst for the alcoholysis and acetolysis of epoxides. Conversion of epoxides to thiiranes was also performed efficiently in the presence of this catalyst.