title: Efficient method for selective introduction of substituents as C5 of isoleucine and other alpha-amino acids.
abstract: [reaction: see text] A useful process for the position-selective remote bromination of N-trifluoroacetyl-alpha-amino esters is illustrated for the isoleucine case. The 5-bromoisoleucine derivative shown above can be used for the synthesis of many modified amino acids, as described herein.
authors.affiliation: Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
authors.forename: Leleti Rajender
authors.initials: LR
authors.lastname: Reddy
authors.forename: B V Subba
authors.initials: BV
authors.lastname: Reddy
authors.forename: E J
authors.initials: EJ
authors.lastname: Corey
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D004952:Esters; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry; D007532:Isoleucine / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D004952:Esters; D006842:Hydrocarbons, Brominated; D006843:Hydrocarbons, Chlorinated; D007532:Isoleucine