Author/Authors :
Villano، نويسنده , , Rosaria and Acocella، نويسنده , , Maria Rosaria and Massa، نويسنده , , Antonio and Palombi، نويسنده , , Laura and Scettri، نويسنده , , Arrigo، نويسنده ,
Abstract :
Hydrogen-bonding activation of aromatic aldehydes by a TADDOL-derivative promotes the vinylogous aldol reaction of Chan’s diene in moderate efficiency and enantioselectivity. Electron-poor aromatic aldehydes show an enhanced reactivity and a competing asymmetric hetero-Diels–Alder reaction takes place in comparable (or higher) yields and enantiomeric excesses.
Keywords :
asymmetric synthesis , Vinylogous aldol reaction , hydrogen-bonding , Chan’s diene , organocatalysis