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Amphoteric Amino Aldehydes Enable Rapid Assembly of Unprotected Amino Alcohols
Author(s) -
Hili Ryan,
Yudin Andrei K.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200705776
Subject(s) - counterintuitive , electrophile , nucleophile , reagent , chemistry , alcohol , combinatorial chemistry , amino acid , computer science , organic chemistry , biochemistry , catalysis , physics , quantum mechanics
Apples and oranges : The term “amphoteric” is derived from the Greek “amphoteros”, which literally means “both of two”. Amphoteric amino aldehydes are counterintuitive molecules in that they contain both electrophilic and nucleophilic centers. These small but powerful reagents can be used for the streamlined construction of complex amino alcohol scaffolds (see scheme). Their premature self‐destruction is prevented on kinetic grounds.