title: Catalyst control in sequential asymmetric allylic substitution: stereodivergent access to N,N-diprotected unnatural amino acids.
abstract: The sequential use of Cu-catalyzed asymmetric allylic alkylation, olefin cross-metathesis, and Ir-catalyzed asymmetric allylic amination allows the concise, stereodivergent synthesis of complex chiral amines with complete regiocontrol and good diastereoselectivity, exemplified by the synthesis of a pair of diastereoisomeric unnatural branched amino acid derivatives.
authors.affiliation: School of Chemistry, University of Leeds, LS2 9JT Leeds, UK.
authors.forename: Paolo
authors.initials: P
authors.lastname: Tosatti
authors.forename: Amanda J
authors.initials: AJ
authors.lastname: Campbell
authors.forename: David
authors.initials: D
authors.lastname: House
authors.forename: Adam
authors.initials: A
authors.lastname: Nelson
authors.forename: Stephen P
authors.initials: SP
authors.lastname: Marsden
mesh_terms: D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D000586:Amination; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D000596:Amino Acids; D007495:Iridium; D003300:Copper