92775-12-7Relevant academic research and scientific papers
Experimental and theoretical approaches into the C- and D-ring problems of sterol biosynthesis. Hydride shift versus C-C bond migration due to cation conformational changes controlled by the counteranion
Nishizawa, Mugio,Yadav, Arpita,Iwamoto, Yoshihiro,Imagawa, Hiroshi
, p. 9223 - 9234 (2004)
The C- and D-ring problems of sterol biosynthesis, how an enzyme overcomes the Markovnikov wall, were investigated by using a model compound from an experimental as well as theoretical standpoint. When model diol 20 was treated with BF3·Et
An epoxide ring-opening approach for a short and stereoselective synthesis of icetexane diterpenoids
Carita, Adriana,Burtoloso, Antonio C.B.
scheme or table, p. 686 - 688 (2010/04/02)
A new approach for the synthesis of the core skeleton of icetexane diterpenoids is presented and deals with an epoxide ring-opening reaction by metallated aromatic compounds. Employing this strategy, a short synthesis of an icetexane analogue of brussonol was achieved in just four steps from 2-allyl-cyclohexanone.
The C-ring problem of sterol biosynthesis: TiCl4-induced rearrangement into the anti-markovnikov cation corresponding to the C-ring
Nishizawa, Mugio,Iwamoto, Yoshihiro,Takao, Hiroko,Imagawa, Hiroshi,Sugihara, Takumichi
, p. 1685 - 1687 (2007/10/03)
(matrix presented) Cation 9, generated by the reaction of diol 8 and BF3·Et2O, SnCl4, Sc(OTf)3, FeCl3, TiF4, or CF3SO3H, leads to a hydride shift, providing cation 11,
IODOCYCLIZATION OF 2-ALLYLCYCLOHEXANOLS
Gevaza, Yu. I.,Kupchik, I. P.,Staninets, V. I.,Kalinin, V. N.,Bratolyubova, A. G.
, p. 135 - 137 (2007/10/02)
Iodination of 2-allylcyclohexanol and its 1-methyl and 1-phenyl derivatives gives the corresponding 2-(iodomethyl)octahydrobenzofurans.These are reduced by LiAlH4 to the stereoisomeric 2-methyloctahydrobenzofurans.The rate of iodination of 2-allylcyclohex
A FACILE ENTRY TO BICYCLIC γ-LACTONES AND A SHORT SYNTHESIS OF (+/-)-DIHYDROACTINIDIOLIDE
Chakraborty, T.K.,Chandrasekaran, S.
, p. 2895 - 2896 (2007/10/02)
A highly useful mode of access to bicyclic γ-lactones 3 from tert-hydroxyolefins 2 with chromium(V) reagent or PCC and its application to the synthesis of (+/-)-dihydroactinidiolide are described.
