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Catalytic Synthesis of β 3 ‐Amino Acid Derivatives from α‐Amino Acids
Author(s) -
Byrne Christopher M.,
Church Tamara L.,
Kramer John W.,
Coates Geoffrey W.
Publication year - 2008
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.200705310
Subject(s) - enantiopure drug , expansive , catalysis , carbonylation , amino acid , chemistry , yield (engineering) , ring (chemistry) , organic chemistry , combinatorial chemistry , enantioselective synthesis , biochemistry , materials science , compressive strength , carbon monoxide , metallurgy , composite material
α goes to β! The catalytic ring‐expansive carbonylation of oxazolines, easily derived from α‐amino acids, to yield β‐amino acid derivatives is described. The catalyst is [HCo(CO) 4 ]; high yields are observed for most substrates, and enantiopure oxazolines are carbonylated with predictable stereochemistry to the corresponding enantiopure oxazinones.