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Amino Acid‐Based Reoxidants for Aminohydroxylation: Application to the Construction of Amino Acid–Amino Alcohol Conjugates
Author(s) -
Donohoe Timothy J.,
Callens Cedric K. A.,
Flores Aida,
Mesch Stefanie,
Poole Darren L.,
Roslan Ishmael A.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201103293
Subject(s) - amino acid , alcohol , conjugate , chemistry , biochemistry , mathematics , mathematical analysis
A viable nitrogen source for the aminohydroxylation reaction of terminal alkenes: By adding a N‐O based reoxidant onto an amino acid acyl carbon atom, compounds were obtained that facilitated catalytic turnover and also promoted the conjugation of an amino acid with an alkene. High levels of regioselectivity were observed, as well as good stereoselectivity induced by catalytic amounts of a chiral ligand.