1027191-10-1Relevant academic research and scientific papers
Total Synthesis and Structure Revision of Halioxepine
Poock, Caroline,Kalesse, Markus
, p. 1615 - 1619 (2021)
The first total synthesis of halioxepine is accomplished using a 1,4-addition for constructing the quaternary center at C10 and a halo etherification for the generation of the tertiary ether at C7. The correct structure of halioxepine was determined by assembling different enantiomeric building blocks and by changing the relative configuration between C10 and C15.
Synthesis of a homochiral ketone having a pinguisane skeleton using phenylethylamine as a chiral auxiliary: A formal total synthesis of deoxopinguisone
Tori, Motoo,Makino, Chiho,Hisazumi, Kenji,Sono, Masakazu,Nakashima, Katsuyuki
, p. 301 - 307 (2007/10/03)
A homochiral bicyclic ketone having a pinguisane skeleton has been synthesised starting from homochiral methyl 3-[(1′S,6′R)-1′,6′-dimethyl-2′-oxo-1-yl] propionate prepared from pulegone using phenylethylamine as a chiral auxiliary. The five-membered ring was constructed by the Hosomi-Sakurai reaction of the allylsilane derived from the ketone. This synthesis can be considered a formal synthesis of deoxopinguisone.
