86528-45-2Relevant academic research and scientific papers
Oxidative cyclization of unsaturated ketene dithioacetals with ceric ammonium nitrate to form bicyclic lactones
Snider, Barry B,Shi, Bo,Quickley, Cheri A
, p. 10127 - 10132 (2007/10/03)
Ceric ammonium nitrate oxidizes unsaturated ketene dithioacetals in wet MeCN to give cation radicals that cyclize to tri-substituted double bonds and styrenes by cation-like cyclizations leading to cyclic cation radicals that are transformed by further ox
Lewis-acid-promoted reactions of 1(tributylstannyl)methoxy>cyclohexene
Muller, Benoit,Ferezou, Jean-Pierre,Pancrazi, Ange,Lallemand, Jean-Yves
, p. 13 - 26 (2007/10/03)
As a model for a synthetic approach to taxol and taxotere, the condensation of recemic α-alkoxy allylic stannane 9 with aldehydes 10a-h was examined.Under BF3*OEt2-promoted reactions, the syn-E 11a-h homoallylic alcohols were obtained as the major isomers.EtAlCl2 was found to be an efficient promoter for the condensation of aldehyde 10e,f.With β or α-hydroxyaldehydes 10g or 10h in the presence of intramolecular chelated MgBr2, the stereochemical outcome of the reaction was inverted to give, in high yield and good stereoselectivity, the anti-E 11g,h homoaldol products exhibiting the stereochemistry required for the synthesis of taxanes. - Keywords: α-alkoxyallylic stannane; homoaldol reaction; homoallylic alcohol; Lewis-acid-promoted reaction; taxol; taxotere
3-PHENYLHEXAHYDRO-1(3H)-ISOBENZOFURANONES
Miyano, Seiji,Abe, Nobuhiro,Fujisaki, Fumiko,Sumoto, Kunihiro
, p. 1813 - 1826 (2007/10/02)
Highly stereoselective syntheses of four stereoisomers of 3-phenylhexahydro-1(3H)-isobenzofuranone (1) and the reevaluation of stereochemical assignments of these lactones are described.
Syntheses stereoselectives des γ-lactones bicycliques condensees
Canonne, P.,Akssira, M.
, p. 3695 - 3704 (2007/10/02)
A highly stereoselective synthesis of trans/trans and cis/trans bicyclic γ-lactones is described using bicyclic dicarboxylic anhydrides.
(+/-)-3-Phenylhexahydrophthalides. Synthesis and Structural Assignments
Pourahmady, Naser,Eisenbraun, Edmund J.
, p. 3067 - 3070 (2007/10/02)
The four racemic 3-phenylhexahydrophthalides 3a-3d were synthesized by reducing the corresponding cis and trans γ-keto acids with a variety of metal hydride reducing agents as well as with platinium oxide catalyzed hydrogenation.The product ratio obtained
