415683-75-9Relevant academic research and scientific papers
The vinylogous intramolecular Morita-Baylis-Hillman reaction: Synthesis of functionalized cyclopentenes and cyclohexenes with trialkylphosphines as nucleophilic catalysts
Frank, Scott A.,Mergott, Dustin J.,Roush, William R.
, p. 2404 - 2405 (2002)
The development of the vinylogous intramolecular Morita-Baylis-Hillman reaction for the synthesis of functionalized cyclopentenes and cyclohexenes is described. The reaction involves the trialkyphosphine-catalyzed cyclization of 1,6- or 1,7-diactivated 1,5-hexadienes or 1,6-heptadienes, containing carboxyaldehyde, methyl ketone, or methoxycarbonyl as the olefin activating groups. A representative example of this reaction is the Me3P-catalyzed cyclization of 1a in tert-amyl alcohol, which provides the substituted cyclopentene 2a in 95% yield and with 97:3 regioselectivity. Copyright
Organocatalytic Michael cycloisomerization of bis(enones): The intramolecular Rauhut-Currier reaction
Wang, Long-Cheng,Luis, Ana Liza,Agapiou, Kyriacos,Jang, Hye-Young,Krische, Michael J.
, p. 2402 - 2403 (2002)
The utilization of enones as latent enolates enables regioselective enolate formation from chemically robust presursors. In this communication, we report a catalytic Michael cycloisomerization of bis(enones) under Morita-Baylis-Hillman conditions. Upon ex
Ortho-Acidic aromatic thiols as efficient catalysts of intramolecular Morita-Baylis-Hillman and Rauhut-Currier reactions
Selig, Philipp S.,Miller, Scott J.
supporting information; experimental part, p. 2148 - 2151 (2011/05/05)
ortho-Mercaptobenzoic acid and ortho-mercaptophenols were discovered as efficient thiol catalysts of both the intramolecular Morita-Baylis-Hillman (MBH) and Rauhut-Currier (RC) reaction. High reaction rates were achieved under mildly basic, aqueous condit
Tandem Michael/Michael reactions mediated by phosphines or aryl thiolates
Brown, Paul M.,K?ppel, Nina,Murphy, Patrick J.,Coles, Simon J.,Hursthouse, Michael B.
, p. 1100 - 1106 (2007/10/03)
Tri-n-butyl phosphine was found to effect tandem Michael/Michael cyclisations leading to the formation of cyclopentenes and cyclohexenes in good yields, whilst p-TolSH in conjunction with a catalytic amount of p-TolSNa effected cyclisation to the correspo
Tandem Michael/Michael reactions mediated by phosphines or aryl thiolates
Brown, Paul M,K?ppel, Nina,Murphy, Patrick J
, p. 8707 - 8710 (2007/10/03)
tri-n-Butyl phosphine was found to effect tandem Michael/Michael cyclisations leading to the formation of cyclopentenes and cyclohexenes in good yields, whilst p-TolSH in conjunction with a catalytic amount of p-TolSNa effected cyclisation to the correspo
