Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 45, Pages 9710-9717Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob02454a
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Funding
- University of Florence
- MIUR [20157WW5EH]
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A convenient synthesis of novel complex morpholines was achieved by a two-step process involving a Petasis three-component coupling reaction of glycolaldehyde, organoboronic acid and different amines, followed by an acid- or base-mediated intramolecular cyclization. The use of threonine derivatives with glycolaldehyde in the Petasis reaction has been studied and successfully applied in the process, achieving morpholines with a higher fraction of sp(3) carbon atoms compared to blockbuster drugs.
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