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Ring‐Closing Metathesis in the Synthesis of BC Ring‐Systems of Taxol
Author(s) -
Ma Cong,
Schiltz Stéphanie,
Le Goff Xavier F.,
Prunet Joëlle
Publication year - 2008
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.200800774
Subject(s) - ring closing metathesis , moiety , ring (chemistry) , salt metathesis reaction , metathesis , chemistry , stereochemistry , diol , protecting group , organic chemistry , alkyl , polymerization , polymer
BC ring‐systems of taxol with different or no protecting group for the C1,C2‐diol moiety have been efficiently synthesized. The eight‐membered B ring is formed by a ring‐closing metathesis reaction (RCM) between the C10 and C11 carbon atoms. The influence of the 1,2‐diol protecting group on the RCM reaction has been studied in detail.