78739-67-0Relevant articles and documents
Total Synthesis of Quadrone and Terrecyclic Acid A
Wender, Paul A.,Wolanin, Donald J.
, p. 4418 - 4420 (2007/10/02)
Syntheses of quadrone (1) and terrecyclic acid A (2a) are described which feature a Diels-Alder cycloaddition, ring expansion sequence for construction of their complex skeletal core and a nickel-mediated coupling reaction which serves as a preparatively useful enone γ-alkylation method.
The Total Synthesis of dl-Quadrone
Danishefsky, Samuel,Vaughan, Kenward,Gadwood, Robert,Tsuzuki, Kazuo
, p. 4136 - 4141 (2007/10/02)
A regio- and stereospecific total synthesis of dl-quadrone (1) is described.The synthesis, which starts with 4,4-dimethylcyclopent-2-en-1-one (5), is accomplished in 19 steps in 3.1percent yield.The key intermediates are the enone ester 4, the iodo ketal 15, the tricyclic keto ester 16, and the hydroxymethyl keto acid 22.The latter as well as the seco acid 2 afford quadrone upon thermolysis.
Total Synthesis of dl-Quadrone
Danishefsky, Samuel,Vaughan, Kenward,Gadwood, Robert C.,Tsuzuki, Kazuo
, p. 4262 - 4263 (2007/10/02)
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