Lewis acid-Lewis base catalyzed enantioselective hetero-Diels-Alder reaction for direct access to delta-lactones.
A complex formed in situ from Er(OTf)3 and a simple commercially available norephedrine ligand promotes an unprecedented [4 + 2] cycloaddition of alpha,beta-unsaturated acid chlorides with a broad range of aromatic and heteroaromatic aldehydes by a cooperative bifunctional Lewis acid-Lewis base catalytic mode of action providing valuable delta-lactone building blocks with excellent enantioselectivity.
Tiseni
Paolo S
PS
ETH Zürich, Laboratory of Organic Chemistry, Wolfgang-Pauli-Str. 10, Hönggerberg HCI E 111, CH-8093 Zürich, Switzerland.
Peters
René
R
D002384:Catalysis; D003500:Cyclization; D004871:Erbium / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D007783:Lactones; D008024:Ligands; D009942:Organometallic Compounds; D004871:Erbium