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Synthesis of 3‐Deoxy‐ D ‐ manno ‐2‐octulosonic Acid (KDO)
Author(s) -
Schmidt Richard R.,
Betz Rainer
Publication year - 1984
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198404301
Subject(s) - block (permutation group theory) , biosynthesis , salt (chemistry) , chemistry , derivative (finance) , acrylic acid , bacteria , ammonium , component (thermodynamics) , stereochemistry , biochemistry , combinatorial chemistry , organic chemistry , biology , gene , copolymer , mathematics , physics , genetics , thermodynamics , polymer , geometry , financial economics , economics
KDO, an integral component of the lipopolysaccharides of gram‐negative bacteria , can be prepared by a route analogous to its biosynthesis. The key step of this novel approach to the ammonium salt of KDO, 1, is the reaction of a C‐lithiated, functionally substituted acrylic acid (C 3 ‐building block) with a D‐arbinose derivative (C 5 ‐building block)