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R - Evans - Harvard University
R - Evans - Harvard University

... The a-azido carboximide products have been shown to be versatile a-amino acid synthons that may be readily converted to n-amino acids as well as to N-protected a-amino acid derivatives. The racemization-free removal of the chiral auxiliary was achieved in high yield both by saponification and transe ...
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Asymmetric induction



Asymmetric induction (also enantioinduction) in stereochemistry describes the preferential formation in a chemical reaction of one enantiomer or diastereoisomer over the other as a result of the influence of a chiral feature present in the substrate, reagent, catalyst or environment. Asymmetric induction is a key element in asymmetric synthesis.Asymmetric induction was introduced by Hermann Emil Fischer based on his work on carbohydrates. Several types of induction exist.Internal asymmetric induction makes use of a chiral center bound to the reactive center through a covalent bond and remains so during the reaction. The starting material is often derived from chiral pool synthesis. In relayed asymmetric induction the chiral information is introduced in a separate step and removed again in a separate chemical reaction. Special synthons are called chiral auxiliaries. In external asymmetric induction chiral information is introduced in the transition state through a catalyst of chiral ligand. This method of asymmetric synthesis is economically most desirable.
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