IRIS publication 202485796
Synthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of α-diazoketones
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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 -
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@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} }
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AUTHORS | David A. Foley and Patrick O'Leary and N. Rachael Buckley and Simon E. Lawrence and Anita R. Maguire | ||
YEAR | 2013 | ||
MONTH | |||
JOURNAL_CODE | Tetrahedron | ||
TITLE | Synthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of α-diazoketones | ||
STATUS | Validated | ||
TIMES_CITED | () | ||
SEARCH_KEYWORD | |||
VOLUME | 69 | ||
ISSUE | 6 | ||
START_PAGE | 1778 | ||
END_PAGE | 1794 | ||
ABSTRACT | 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. | ||
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EDITION | |||
URL | http://www.sciencedirect.com/science/article/pii/S0040402012016791 | ||
DOI_LINK | 10.1016/j.tet.2012.10.083 | ||
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