Synthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of α-diazoketones

Typeset version

 

TY  - JOUR
  - David A. Foley and Patrick O'Leary and N. Rachael Buckley and Simon E. Lawrence and Anita R. Maguire
  - 2013
  - Tetrahedron
  - Synthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of α-diazoketones
  - Validated
  - ()
  - 69
  - 6
  - 1778
  - 1794
  - The use of the intramolecular Buchner cyclisation of an α-diazoketone as an approach to the synthesis of daucane sesquiterpenes is described; in particular the synthesis of the cis-fused analogue of dihydro CAF-603. The key step in the synthesis is the intramolecular Buchner cyclisation, which provides the bicyclo[5.3.0]decane framework with the required stereochemistry at the quaternary centre generated in the cyclisation. A synthetic route enabling access to an asymmetric synthesis is also outlined.
  - http://www.sciencedirect.com/science/article/pii/S0040402012016791
  - 10.1016/j.tet.2012.10.083
DA  - 2013/NaN
ER  - 
@article{V202485796,
   = {David A. Foley and Patrick O'Leary and N. Rachael Buckley and Simon E. Lawrence and Anita R. Maguire},
   = {2013},
   = {Tetrahedron},
   = {Synthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of α-diazoketones},
   = {Validated},
   = {()},
   = {69},
   = {6},
  pages = {1778--1794},
   = {{The use of the intramolecular Buchner cyclisation of an α-diazoketone as an approach to the synthesis of daucane sesquiterpenes is described; in particular the synthesis of the cis-fused analogue of dihydro CAF-603. The key step in the synthesis is the intramolecular Buchner cyclisation, which provides the bicyclo[5.3.0]decane framework with the required stereochemistry at the quaternary centre generated in the cyclisation. A synthetic route enabling access to an asymmetric synthesis is also outlined.}},
   = {http://www.sciencedirect.com/science/article/pii/S0040402012016791},
   = {10.1016/j.tet.2012.10.083},
  source = {IRIS}
}
AUTHORSDavid A. Foley and Patrick O'Leary and N. Rachael Buckley and Simon E. Lawrence and Anita R. Maguire
YEAR2013
MONTH
JOURNAL_CODETetrahedron
TITLESynthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of α-diazoketones
STATUSValidated
TIMES_CITED()
SEARCH_KEYWORD
VOLUME69
ISSUE6
START_PAGE1778
END_PAGE1794
ABSTRACTThe use of the intramolecular Buchner cyclisation of an α-diazoketone as an approach to the synthesis of daucane sesquiterpenes is described; in particular the synthesis of the cis-fused analogue of dihydro CAF-603. The key step in the synthesis is the intramolecular Buchner cyclisation, which provides the bicyclo[5.3.0]decane framework with the required stereochemistry at the quaternary centre generated in the cyclisation. A synthetic route enabling access to an asymmetric synthesis is also outlined.
PUBLISHER_LOCATION
ISBN_ISSN
EDITION
URLhttp://www.sciencedirect.com/science/article/pii/S0040402012016791
DOI_LINK10.1016/j.tet.2012.10.083
FUNDING_BODY
GRANT_DETAILS