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Expeditious Divergent Synthetic Approach to Polycyclic Terpene‐Like Molecules
Author(s) -
Boddaert Thomas,
Coquerel Yoann,
Rodriguez Jean
Publication year - 2011
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.201003261
Subject(s) - domino , undecane , terpene , salt metathesis reaction , chemistry , domino effect , metathesis , aldol reaction , silylation , organic chemistry , combinatorial chemistry , stereochemistry , catalysis , physics , polymer , nuclear physics , polymerization
The domino effect : The combination of two multiple bond‐forming transformations; a consecutive Wolff rearrangement/acylketene‐trapping cross metathesis reaction and a domino Michael–aldol reaction, in a one‐pot operation, provides a straightforward access to terpene‐like tricyclo[7.2.1.0 1,6 ]dodecane compounds (see scheme). A prolonged domino reaction leads to terpene‐like bicyclo[5.4.0]undecane compounds.