A highly selective, organocatalytic route to chiral dihydro-1,2-oxazines.
[reaction: see text] The organocatalyzed asymmetric synthesis of chiral dihydro-1,2-oxazines from achiral starting materials proceeds in moderate to excellent yields and excellent enantioselectivity. This sequential reaction gives the desired products in a single pot.
Kumarn
Sirirat
S
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK.
Shaw
David M
DM
Longbottom
Deborah A
DA
Ley
Steven V
SV
D000080462:Acyclic Monoterpenes; D000447:Aldehydes / Q000737:chemistry; D001688:Biological Products / Q000737:chemistry; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D039821:Monoterpenes / Q000737:chemistry; D009584:Nitrogen / Q000737:chemistry; D010078:Oxazines / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry; D013237:Stereoisomerism
D000080462:Acyclic Monoterpenes; D000447:Aldehydes; D001688:Biological Products; D039821:Monoterpenes; D010078:Oxazines; D020005:Propanols; C006463:allyl alcohol; D006859:Hydrogen; D009584:Nitrogen; C108217:citronellal