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Sugars as Chiral Auxiliaries for the Synthesis of Enantiomerically Pure Compounds
Author(s) -
Reissig HansUlrich
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199202881
Subject(s) - stereocenter , enantioselective synthesis , aldol reaction , chemistry , chiral auxiliary , organic chemistry , sugar , stereoselectivity , stereochemistry , catalysis
The large number of functional groups and stereogenic centers was the main reason why sugar and sugar derivatives were hardly ever employed as chiral auxiliaries in asymmetric syntheses. Recent publications on highly enantioselective reactions performed with sugar auxiliaries (alkylations, aldol additions, amino acid syntheses, cyclopropanations, and Diels–Alder reactions) show that this reticence was unjustified. What is more, these compounds are, as a rule, easily accessible and inexpensive. They are thus predestined for a much wider use in asymmetric synthesis.

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