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Synthesis of doubly labeled enantiomerically pure ( R )‐mevalonolactone from lactic and malic acid
Author(s) -
Krohn Karsten,
Meyer Annegrete
Publication year - 1994
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199419940210
Subject(s) - chemistry , malic acid , chirality (physics) , lactic acid , stereochemistry , isotopic labeling , biochemistry , organic chemistry , bacteria , chiral symmetry , biology , physics , quantum mechanics , nambu–jona lasinio model , citric acid , genetics , quark
Enantiomerically pure 13 C‐ and 1 H‐labeled ( R )‐mevalonolactones are prepared from ( S )‐malic and/or ( S )‐lactic acid by Seebachs methodology of self‐reproduction of chirality. The two reaction pathways are complementary in the possibilities of multiple isotopic labeling. The labeling potential is exemplified by the synthesis of a doubly 13 C, 1 H‐labeled, one 13 C‐, and one 1 H‐labeled mevalonolactone.