Asymmetric Diels-Alder reactions of 2-fluoroacrylic acid derivatives. Part 1: The construction of fluorine substituted chiral tertiary carbon

摘要

For the construction of chiral monofluorinated tertiary carbons, we have examined the asymmetric Diels-Alder reaction of 2-fluoroacrylic acid derivatives bearing a chiral oxazolidinone moiety. Under diethylaluminum chloride catalyzed conditions at -100 degrees C, the reaction of 1 with isoprene proceeded smoothly with high diastereoselectivity. (C) 1998 Elsevier Science Ltd. All rights reserved. [References: 15]