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Concise Enantioselective Synthesis of the Ten‐Membered Lactone Cephalosporolide G and Its C‐3 Epimer
Author(s) -
Barradas Silvia,
Urbano Antonio,
Carreño M. Carmen
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200901735
Subject(s) - epimer , enantioselective synthesis , lactone , stereochemistry , carbon atom , chemistry , phenol , organic chemistry , catalysis , ring (chemistry)
One, two, three selective oxidations are the key steps in the atom‐economic first total synthesis of the natural ten‐membered lactone cephalosporolide G and its C‐3 epimer (see scheme). They have been synthesised in only seven or eight steps starting from the natural phenol ( R )‐rhododendrol, which contains all the carbon atoms present in the final targets.