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Asymmetric Alkylation of Amide Enolates with Pseudoephedrine and Ephedrine as Chiral Auxiliaries—Unexpected Influence of Additives?
Author(s) -
Rück Karola
Publication year - 1995
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.199504331
Subject(s) - pseudoephedrine , alkylation , electrophile , amide , chemistry , ephedrine , reactivity (psychology) , organic chemistry , metal , catalysis , neuroscience , biology , medicine , alternative medicine , pathology
The self‐assembly of enolates can be controlled by the addition of nonstoichiometric amounts of metal salts. New findings on the structure‐reactivity relationship of enolates and chemo‐, regio‐, and diasteroselectivities in their reactions with electrophiles are discussed. This article was prompted by a recent report by Myers et al. on a new method for the alkylation of amide enolates with pseudoephedrine as a chiral auxiliary [Eq. (a)].