22105-07-3Relevant articles and documents
Solvent-Controlled Hydrogenation of 2’-Hydroxychalcones: A Simple Solution to the Total Synthesis of Bussealins
Soto, Martín,Soengas, Raquel G.,Rodríguez-Solla, Humberto
, p. 5422 - 5431 (2020/10/06)
A solvent-controlled hydrogenation of 2’-hydroxychalcones to selectively obtain different hydrogenation products is herein reported. Thus, hydrogenation of 2’-hydroxychalcones using EtOH as solvent provided the corresponding 1,3-diarylpropanes in excellent yields. On the contrary, when the hydrogenation was performed in DCM, the corresponding dihydrochalcones were isolated. Switching the reaction solvent to n-BuOH/H2O (1:1), afforded 1,3-diarylpropanols from moderate to good yields. The methodology here reported offers a straightforward, simple and cost-effective method for the preparation of a wide variety of 2’-hydroxy-1,3-diarylpropanes derivatives, and was also applied to the preparation of natural Bussealins C and D. (Figure presented.).
Candida rugosa lipase-mediated enantioselective acetylation studies on (±)-3-arylmethyl-3-hydroxymethyl-2,3-dihydro-1-benzopyran-4(H)-ones
Trikha, Smriti,Kumar, Rajesh,Dhawan, Ashish,Poonam,Prasad, Ashok K.,Cholli, Ashok L.,Olsen, Carl E.,Watterson, Arthur C.,Parmar, Virinder S.
, p. 356 - 365 (2007/10/03)
Candida rugosa lipase, catalyzed enantioselective acetylation reactions have been performed on novel (±)-3-arylmethyl-3-hydroxymethyl-2,3- dihydrobenzopyran-4-ones in diisopropyl ether. The Candida rugosa lipase-catalyzed acetylations exhibit the enantiomeric separation of the racemic compounds 5a-g, the enantioselectivity of the reaction has been found to be highly dependent on the structure of the substrate. The enantiomeric excess (ee) values are determined by 1H NMR spectral analysis of their O-acetylmandelic acid esters and highest enantiomeric excess obtained is 79% in case of 5c.