28469-48-9Relevant academic research and scientific papers
Intramolecular Morita-Baylis-Hillman adducts via sequential MBH and ring-closing-metathesis reactions
Krafft, Marie E.,Song, Eun-Ho,Davoile, Ryan J.
, p. 6359 - 6362 (2005)
Using a tandem Morita-Baylis-Hillman (MBH) and ring-closing-metathesis (RCM) sequence, an alternative high yielding method for the construction of intramolecular Morita-Baylis-Hillman (IMBH) mono- and bicyclic functionalized cycloalkenols is reported.
Copper-catalyzed asymmetric allylic alkylation of racemic cyclic substrates: Application of dynamic kinetic asymmetric transformation (DYKAT)
Langlois, Jean-Baptiste,Alexakis, Alexandre
supporting information; experimental part, p. 447 - 457 (2010/06/13)
The copper-catalyzed asymmetric allylic alkylation (AAA) is of great interest in organic synthesis. This reaction was extensively studied using a broad range of substrates, ligands and organometallic reagents. However, the use of racemic substrates was still limited. Although some processes of kinetic resolution are reported in the literature, no examples of quantitative deracemization are described as is the case for the Pd-catalyzed allylic alkylation. We present here a full account of our investigations through the development of the first example of such a process in copper-catalyzed AAA. High enantioselectivities (up to 99% ee), scope of the reaction and mechanistic considerations are reported herein.
Development of aliphatic alcohols as nucleophiles for palladium-catalyzed DYKAT reactions: Total synthesis of (+)-hippospongic acid A
Trost, Barry M.,Machacek, Michelle R.,Tsui, Hong C.
, p. 7014 - 7024 (2007/10/03)
The ability to use aliphatic alcohols as competent nucleophiles in the palladium-catalyzed dynamic kinetic asymmetric transformation of Baylis-Hillman adducts is explored. High yield and enantioselectivity is obtained for both the kinetic transformation a
LA REACTION DE WITTIG-HORNER EN MILIEU HETEROGENE IX. BIS ALDOLISATION DES PHOSPHONATES A PARTIR DES DIALDEHYDES ALIPHATIQUES EN MILIEU AQUEUX PEU BASIQUE. SYNTHESE DE CYCLENOLS FONCTIONNELS.
Graff, M.,Dilaimi, A. Al,Seguineau, P.,Rambaud, M.,Villieras, J.
, p. 1577 - 1578 (2007/10/02)
Aqueous solutions of glutaraldehyde and succinaldehyde give respectively improved yields of 1-functional 6-cyclohexenols and 5-cyclopentenols, when subjected to WITTIG-HORNER reaction in water at room temperature, with potassium carbonate as a base.
