Métro Thomas-Xavier, Gomez Pardo Domingo, Cossy Janine
Laboratoire de Chimie Organique, Ecole Supérieure de Physique et de Chimie Industrielles de la ville de Paris (ESPCI ParisTech), CNRS, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
Chemistry. 2009;15(5):1064-70. doi: 10.1002/chem.200801371.
Beta-amino alcohols derived from alpha-amino acids have been extensively used as a powerful source of chirality. Transforming the alcohol moiety into a good leaving group has allowed the rearrangement of these beta-amino alcohols and the introduction of a large number of nucleophiles through the anchimeric participation of the nitrogen atom. An overview on the recent progress realized on the rearrangement of these beta-amino alcohols in the presence of (CF(3)CO)(2)O and H(2)SO(4) is reported.
源自α-氨基酸的β-氨基醇已被广泛用作强大的手性源。将醇部分转化为良好的离去基团使得这些β-氨基醇能够发生重排,并通过氮原子的邻基参与引入大量亲核试剂。本文报道了在(CF(3)CO)(2)O和H(2)SO(4)存在下这些β-氨基醇重排的近期进展综述。