Some Recent Applications of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000442506-file_lwwo.gif)-Amino Nitrile Chemisty
Chem. Soc. Rev., 29 (5), 359-373 (2000) (http://www.rsc.org/CFmuscat/intermediate_abstract.cfm?FURL=/ej/CS/2000/a908290e.PDF&TYP=)
(http://www.rsc.org/CFmuscat/intermediate_abstract.cfm?FURL=/ej/CS/2000/a908290e.PDF&TYP=)
DOI:10.1039/a908290e (http://dx.doi.org/10.1039/a908290e)
Abstract
Bifunctional (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000442506-file_lwwo.gif)-amino nitriles are not only versatile intermediates in organic synthesis but also exhibit a valuable dual reactivity, which has been utilized in a broad range of synthetic applications. This review highlights recent developments in the chemistry of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000442506-file_lwwo.gif)-amino nitriles, including asymmetric synthesis of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000442506-file_lwwo.gif)-amino acids via Strecker reactions using chiral auxiliaries and catalysts, (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000442506-file_lwwo.gif)-amino nitriles as masked iminium ion equivalents in cationic reactions and the synthesis of natural products and heterocycles, and (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000442506-file_lwwo.gif)-metallation to provide nucleophilic acyl anion equivalents and applications to asymmetric Umpolung reactions.