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Highly enantioselective synthesis of linear beta-amino alcohols.

Chemistry (Weinheim an der Bergstrasse, Germany) (2008-12-17)
Thomas-Xavier Métro, Domingo Gomez Pardo, Janine Cossy
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Supelco
Trifluoroacetic anhydride, for GC derivatization, LiChropur, ≥99.0% (GC)
Sigma-Aldrich
Trifluoroacetic anhydride, ReagentPlus®, ≥99%