Enantioselective Catalysis of the Hetero??Diels–Alder Reaction between Brassard's Diene and Aldehydes by Hydrogen??Bonding Activation: A One??Step Synthesis of ( …

H Du, D Zhao, K Ding

Index: Du, Haifeng; Zhao, Dongbo; Ding, Kuiling Chemistry - A European Journal, 2004 , vol. 10, # 23 p. 5964 - 5970

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Citation Number: 139

Abstract

Abstract The first catalytic enantioselective hetero-Diels–Alder reaction between Brassard's diene and aldehydes has been achieved through hydrogen-bonding activation using TADDOL derivatives as catalysts to afford the corresponding δ-lactone derivatives in moderate-to-good yields and with high enantioselectivities (up to 91% ee). The reactions can be carried out either under solvent-free conditions or in toluene. On the basis of the ...