Journal
GREEN CHEMISTRY
Volume 16, Issue 6, Pages 3169-3174Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4gc00098f
Keywords
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Funding
- FAPESP [09/07281-0, 12/04986-5]
- CNPq (INCT-Catalise)
- CNPq (INBEQMeDI)
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A highly stereoselective organocatalytic Michael addition of aldehydes to trans-beta-nitrostyrenes using PEG as a recyclable solvent medium is presented. The scope of this organocatalytic system is demonstrated by the formation of several Michael adducts in good yields and stereoselectivities. Furthermore, applying this new protocol to acetaldehyde, we have disclosed an easy formal synthesis of (R)-pregabalin, (R)-phenibut and (R)-bacoflen with good yields and outstanding enantioselectivities.
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