Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 14, Pages 4204-4209Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00325c
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Funding
- MINECO [CTQ2012-38594-C02-01]
- DEC [2014SGR827]
- ICIQ Foundation
- MINECO through Severo Ochoa Excellence Accreditation [SEV-2013-0319]
- ICIQ-IPMP
- MICINN
- MECD
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A polystyrene (PS)-supported 9-amino(9-deoxy)epi quinine derivative catalyzes Michael reactions affording excellent levels of conversion and enantioselectivity using different nucleophiles and structurally diverse enones. The highly recyclable, immobilized catalyst has been used to implement a single-pass, continuous flow process (residence time: 40 min) that can be operated for 21 hours without significant decrease in conversion and with improved enantioselectivity with respect to batch operation. The flow process has also been used for the sequential preparation of a small library of enantioenriched Michael adducts.
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