546087-39-2Relevant academic research and scientific papers
The first asymmetric synthesis of the naturally occurring (+)-Kotanin and the assignment of its absolute configuration
Lin, Guo-Qiang,Zhong, Min
, p. 1369 - 1372 (1997)
The first asymmetric synthesis of the naturally occurring (+)-Kotanin is described. The key steps involve the intramolecular oxidative coupling of the cyanocuprate intermediate and the Fries rearrangement. The absolute configuration of (+)-Kotanin was assigned as aS by CD spectroscopic method.
A short and efficient total synthesis of the naturally occurring coumarins siderin, kotanin, isokotanin A and desertorin C
Huettel, Wolfgang,Nieger, Martin,Mueller, Michael
, p. 1803 - 1808 (2007/10/03)
Starting from methyl 2-hydroxy-4-methoxy-6-methyl-benzoate (6) and its regioisomeric dehydrodimers 7-9, readily available by an oxidative coupling reaction of 6, the naturally occurring coumarins siderin (1), kotanin (2), isokotanin A (3) and desertorin C (4) were synthesized in a novel and highly efficient three-step transformation. In the case of kotanin (2) both atropisomers were prepared from the pure atropisomers of 7.
Unselective phenolic coupling of methyl 2-hydroxy-4-methoxy-6-methylbenzoate - A valuable tool for the total synthesis of natural product families
Drochner, Daniel,Huettel, Wolfgang,Nieger, Martin,Mueller, Michael
, p. 931 - 933 (2007/10/03)
One monomeric orsellinate (1) suffices for a highly efficient total synthesis of the dimeric coumarins kotanin, isokotanin A, and desertorin C. The reason is the unselective course of its oxidative phenolic coupling, which leads to three regioisomeric biaryls as precursors of the dimers.
