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Chiral recyclable dimeric and polymeric Cr(III) salen complexes catalyzed aminolytic kinetic resolution of trans-aromatic epoxides under microwave irradiation
被引:18
|作者:
Kureshy, Rukhsana I.
[1
]
Prathap, K. Jeya
[1
]
Singh, Surendra
[1
]
Agrawal, Santosh
[1
]
Khan, Noor-ul H.
[1
]
Abdi, Sayed H. R.
[1
]
Jasra, Raksh V.
[1
]
机构:
[1] Cent Salt & Marine Chem Res Inst, Discipline Inorgan Mat & Catalysis, Bhavnagar 364002, Gujarat, India
来源:
关键词:
aminolytic kinetic resolution;
trans epoxides;
chiral;
Cr(III) dimeric and polymeric salen;
recyclable;
D O I:
10.1002/chir.20472
中图分类号:
R914 [药物化学];
学科分类号:
100701 ;
摘要:
Aminolytic kinetic resolution (AKR) of trans-stilbene oxide and trans-pmethyl 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-p-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.
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页码:809 / 815
页数:7
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