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From a Racemate to a Single Enantiomer: Deracemization by Stereoinversion
Author(s) -
Gruber Christian C.,
Lavandera Iván,
Faber Kurt,
Kroutil Wolfgang
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200606158
Subject(s) - chemistry , enantiomer , enantioselective synthesis , enantiomeric excess , yield (engineering) , catalysis , chirality (physics) , organic chemistry , stereochemistry , combinatorial chemistry , chiral symmetry , materials science , physics , quantum mechanics , quark , nambu–jona lasinio model , metallurgy
The stereoinversion of one enantiomer into its mirror‐image counterpart within a racemate furnishes a single stereoisomeric product in 100 % theoretical yield. This extremely efficient type of deracemization, whereby substrate and product possess an identical chemical structure, can be achieved by using bio‐ or chemo‐catalysts or combinations thereof and is applicable to secondary alcohols, amines and α‐substituted carboxylic acids. Special emphasis is devoted to the theoretical background of the one‐pot, single‐step deracemization of sec ‐alcohols.