93865-05-5Relevant articles and documents
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU): A powerful catalyst for the Michael addition reaction of β-ketoesters to acrylates and enones
Muthusamy, Sengodagounder,Babu, Srinivasarao Arulananda,Gunanathan, Chidambaram
, p. 3247 - 3254 (2007/10/03)
The Michael addition reaction of 1,3-dicarbonyl compounds and enones was carried out in the presence of a catalytic amount of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in ethanol under the mild reaction condition furnished Michael adducts in excellent yield.
Yb(OTf)3-catalyzed Michael addition reactions of β-ketoesters on silica gel supports and at high pressure
Kotsuki, Hiyoshizo,Arimura, Koji
, p. 7583 - 7586 (2007/10/03)
Michael addition reactions of β-ketoesters with a variety of α,β-unsaturated carbonyl compounds proceed efficiently using a Yb(OTf)3 catalyst either on a silica gel support or at high pressure.
Ring-D aromatic phytosteroids; a model for biogenesis by way of carbon radical rearrangement
Green, Stuart P.,Whiting, Donald A.
, p. 1027 - 1034 (2007/10/03)
A mechanism is postulated for the biogenesis of the unique ring-D aromatic phytosteroids from Nicandra physaloides, which involves rearrangement, ring expansion, and aromatisation of a carbon radical generated by cytochrome P450 (Scheme 1). In support, model hydrindene acids 15b and 18b have been synthesized and subjected to homolytic decarboxylation; the latter acid yielded 6-methyltetralin 24, in biomimetic fashion. The isomeric acid afforded not only 6-methyltetralin 24 but also 5-methyltetralin 26; mechanisms for this unusual rearrangement are discussed.
Syntheses of the Terpenoid Precursors Cyclopent-2-enone and Cyclohex-2-enone Diesters
Kadas, I.,Morvai, V.,Arvai, G.,Toeke, L.,Szoelloesy, A.,et al.
, p. 107 - 118 (2007/10/02)
Two reaction pathways were elaborated for the practical and convenient syntheses of the title compounds.The first route applies a bromination-dehydrobromination sequence to introduce the double bond into 1-alkoxycarbonyl-2-oxocycloalkylacetic and propioni
Stereoselective Synthesis of (cis-Hydrindane) Models for C-18 Radical Reactivity in Steroid C/D Rings
Green, Stuart P.,Whiting, Donald A.
, p. 1753 - 1754 (2007/10/02)
The keto-acid 5 undergoes stereospecific Peterson reaction to afford the (Z)-α-unsaturated ester-acid 6, and the derived phenyl selenoester cyclises also stereospecifically to the cis-hydrindanone 8 via a 5-exo acyl radical process; the ketone 8 is transformed through enone 11 into the diene-acids 2 and 3, models for study of C-18 radical reactions in steroid C/D systems.
