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• 作者：Manish Kumar ; Rukhsana I. Kureshy ; Arpan K. Shah ; Anjan Das ; Noor-ul H. Khan ; Sayed H. R. Abdi ; Hari C. Bajaj
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：September 20, 2013
• 年：2013
• 卷：78
• 期：18
• 页码：9076-9084
• 全文大小：544K
• 年卷期：v.78,no.18(September 20, 2013)
• ISSN：1520-6904

文摘

Chiral polymeric Co(III) salen complexes with chiral ((R)/(S)-BINOL, diethyl tartrate) and achiral (piperazine and trigol) linkers with varying stereogenic centers were synthesized for the first time and used as catalysts for aminolytic kinetic resolution (AKR) of a variety of terminal epoxides and glycidyl ethers to get enantio-pure epoxides (ee, 99%) and N-protected 尾-amino alcohols (ee, 99%) with quantitative yield in 16 h at RT under optimized reaction conditions. This protocol was also used for the synthesis of two enantiomerically pure drug molecules (R)-Naftopidil (伪b>1b>-blocker) and (S)-Propranolol (尾-blocker) as a key step via AKR of single racemic naphthylglycidyl ether with Boc-protected isoproylamine with 100% epoxide utilization at 1 g level. The catalyst <b>1b> was successfully recycled for a number of times.