title: Concise asymmetric synthesis of orthogonally protected syn- and anti-1,3-aminoalcohols.
abstract: Novel chiral binfunctional reagents V and ent-V undergo asymmetric aldehyde allylation followed by Ir(I)-catalyzed enantioselective allylic amidation to give orthogonally protected syn- and anti-1,3-aminoalcohols with complete control of absolute and relative stereochemistry. The Mitsunobu reaction of the initial homoallylic alcohol products followed by Ir(I)-catalyzed enantioselective allylic amidation provides orthogonally protected syn- and anti-1,3-diamine derivatives in high yields and with excellent stereoselectivities.
authors: Department of Chemistry, University of Texas at San Antonio, San Antonio, Texas 78249, USA.
authors: Jae Seung
authors: JS
authors: Lee
authors: Dongeun
authors: D
authors: Kim
authors: Lucia
authors: L
authors: Lozano
authors: Suk Bin
authors: SB
authors: Kong
authors: Hyunsoo
authors: H
authors: Han
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007202:Indicators and Reagents; D007495:Iridium / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000605:Amino Alcohols; D007202:Indicators and Reagents; D007495:Iridium