151716-18-6Relevant articles and documents
Asymmetric synthesis of the four stereoisomers of 5-deoxystrigol
Lachia, Mathilde,Dakas, Pierre-Yves,De Mesmaeker, Alain
supporting information, p. 6577 - 6581 (2015/01/09)
Two approaches to the strigolactone tricyclic lactone skeleton 2 were investigated using ketene/ketene-iminium cycloaddition to olefins. Finally, the first enantioselective access to the four stereoisomers of 5-deoxystrigol 1 is reported using an intramolecular [2+2] cycloaddition of homochiral ketene-iminium salts 5. Very high asymmetric control was achieved with C-2 symmetric pyrrolidines as chiral auxiliary.