期刊
ORGANIC LETTERS
卷 24, 期 4, 页码 1066-1071出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c04300
关键词
-
资金
- Austrian Science Fund (FWF) [P 34397-N]
A novel approach for enantioselective flow synthesis of rolipram has been reported, which shows significantly improved productivity compared with earlier methodologies.
A novel approach is reported for the enantioselective flow synthesis of rolipram comprising a telescoped asymmetric conjugate addition-oxidative aldehyde esterification sequence followed by trichlorosilane-mediated nitro group reduction and concomitant lactamization. The telescoped process takes advantage of a polystyrene-supported chiral organocatalyst along with in situ-generated persulfuric acid as a robust and scalable oxidant for direct aldehyde esterification. This approach demonstrates significantly improved productivity compared with earlier methodologies while ensuring environmentally benign metal-free conditions.
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