53329-13-8Relevant academic research and scientific papers
Stereoselective synthesis of (3E,5E)-dien-2-ones and (2E,4E)-dienals via 2-phenylsulfonyl 1,3-dienes
Baeckvall, Jan-E.,Ericsson, Anna M.,Plobeck, Niklas A.,Juntunen, Seppo K.
, p. 131 - 134 (2007/10/02)
Michael addition of nitroalkanes to 2-phenylsulfonyl 1,3 dienes proceeded smoothly in the presence of DBU to give nitrosulfones (e.g. 2) in high yield. Transformation of the nitro group of the adduct to a keto function (Nef type reaction) and subsequent elimination of benzenesulfinic acid afforded conjugated dienones and dienals with high stereoselectivity.
O-1-(1,3-butadienyl) carbamates as diels-alder dienes: Stereospecific synthesis of (±)-Hernandulcin and congeners
De Cusati, Paul F.,Olofson
, p. 1409 - 1412 (2007/10/02)
The TiCl4-catalyzed addition of the title reactants to vinyl ketones regio- and stereospecifically yields cis-disubs, cyclohexenes which add RMgX stereospecifically to the ketone. A final product in this sequence is the intensely sweet sesquiterpene, hernandulcin.
Cobalt-Mediated 1,4-Acylation/Alkylation of 1,3-Dienes
Hegedus, Louis S.,Inoue, Yoshio
, p. 4917 - 4921 (2007/10/02)
Acylcobalt complexes prepared from NaCo(CO)4 and organic halides reacted with butadiene, isoprene and allene to form (acyl-?-allyl)cobalt complexes.Reaction of these with stabilized carbanions resulted in alkylation at the unsubstituted ?-allyl terminus.The procedure provides an overall 1,4-acylation/alkylation of 1,3-dienes in which three carbon-carbon bonds are formed in a one-pot, four-step reaction sequence.
