Kureshy Rukhsana I, Prathap K Jeya, Singh Surendra, Agrawal Santosh, Khan Noor-Ul H, Abdi Sayed H R, Jasra Raksh V
Discipline of Inorganic Materials and Catalysis, Central Salt and Marine Chemicals Research Institute, Bhavnagar 364 002, Gujarat, India.
Chirality. 2007 Nov;19(10):809-15. doi: 10.1002/chir.20472.
Aminolytic kinetic resolution (AKR) of trans-stilbene oxide and trans-beta-methyl styrene oxide proceeded smoothly under microwave irradiation using chiral dimeric and polymeric Cr(III) salen complexes as efficient catalysts, giving regio-, diastereo-, and enantioselective anti-beta-amino alcohols in high yields (49%) and chiral purity (ee up to 94%) in case of 4-methylaniline within 2 min. The kinetic resolution system is approximately five times faster than traditional oil bath heating at 70 degrees C and 420 times faster than the reaction conducted at room temperature with concomitant recovery of respective chirally enriched epoxides (ee, 92%) in excellent yields (up to 48%). The catalyst 1 worked well in terms of enantioselectivity than the catalyst 2, but both the catalysts were easily recovered and reused five times with the retention of its efficiency.
在手性二聚体和聚合物Cr(III) 双水杨醛缩乙二胺配合物作为高效催化剂的作用下,反式氧化二苯乙烯和反式β-甲基氧化苯乙烯的氨解动力学拆分在微波辐射下顺利进行,以4-甲基苯胺为例,在2分钟内以高产率(49%)和手性纯度(对映体过量高达94%)得到区域选择性、非对映选择性和对映选择性的反式β-氨基醇。该动力学拆分体系比在70℃下的传统油浴加热快约5倍,比在室温下进行的反应快420倍,同时以优异的产率(高达48%)回收各自的手性富集环氧化物(对映体过量,92%)。催化剂1在对映选择性方面比催化剂2表现更好,但两种催化剂都易于回收并重复使用五次,且保持其效率。