期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 360, 期 15, 页码 2914-2924出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201800572
关键词
supported catalysts; organic catalysis; flow chemistry; asymmetric catalysis; isoxazolidines
资金
- CERCA Programme/Generalitat de Catalunya
- MINECO [CTQ2015-69136-R, SEV-2013-0319]
- CELLEX Foundation [CELLEX-ICIQ High Throughput Experimentation (HTE) platform]
- AEI/MINECO [BES-2016-078937]
A new family of polystyrene-supported cis-4-hydroxydiphenylprolinol silyl ethers has been prepared, and the resulting polymers have been evaluated as organocatalysts to promote the tandem reaction between N-protected hydroxylamines and alpha,beta-unsaturated aldehydes in batch and flow. The new PS-supported catalysts compare favorably with well-established immobilized JOrgensen-Hayashi catalysts, affording 5-hydroxyisoxazolidines as single diastereoisomers with high enantioselectivities and good yields (up to 83% yield, up to 99% ee)
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