217301-18-3Relevant academic research and scientific papers
Total synthesis of s (+)-curcuphenol, s (+)-curcuquinone and s (+)-curcuhydroquinone
Chinta, Ramakoteswara Rao,Harikrishna,Tulam, Vijaya Kumar,Bejjanki, Naveen Kumar,Mainkar, Prathama S.,Dubey
, p. 771 - 778 (2016/03/01)
A synthesis of (-)-curcuphenol, (-)-curcuquinone and (-)-curcuhydroquinone from o-valerolactone is described. The key steps include an Evans asymmetric methylation of 5-(benzyloxy)pentanoic acid (5), an oxidative aromatization of enone (11) and a regioselective oxidation of the phenol to o-quinone derivative with bis(trifluoro acetate)iodobenzene.
Enantioselective synthesis of (R)- and (S)-curcumene and curcuphenol: an efficient chemoenzymatic route
Kamal, Ahmed,Malik, M. Shaheer,Shaik, Ahmad Ali,Azeeza, Shaik
, p. 2547 - 2553 (2008/03/15)
An efficient enantioselective synthesis of curcumene and curcuphenol is described. The key intermediates, substituted butanoates 7a and 7b and their acids 8a and 8b are obtained in high enantiopurity (>99% ee) by a lipase-catalyzed kinetic resolution proc
Efficient total synthesis of (+)-curcuphenol via asymmetric organocatalysis
Kim, Sung-Gon,Kim, Jaehak,Jung, Heejung
, p. 2437 - 2439 (2007/10/03)
The catalytic enantioselective synthesis of (+)-curcuphenol is described herein. This approach involves the use of an organocatalytic alkylation of m-anisidine, a diazotation/Sandmeyer reaction of the amine and a Negishi-type coupling with dimethylzinc. T
Baker's yeast-mediated enantioselective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (+)-xanthorrhizol, (-)-curcuquinone and (+)-curcuhydroquinone
Fuganti, Claudio,Serra, Stefano
, p. 3758 - 3764 (2007/10/03)
Fermenting baker's yeast converts the unsaturated aldehydes 5a-c into the saturated alcohols 6a-c, respectively. The microbial saturation of substrates adsorbed on a nonpolar resin proceeds in high chemical yields and shows complete enantioselectivity in the formation of the (S)-(+) isomers. Enantiopure 6a-c are versatile chiral building blocks for the synthesis of bisabolane sesquiterpenes. Their usefulness is shown in the preparation of (S)-(+)-curcuphenol, (S)-(+)-xanthorrhizol, (S)-(-)-curcuquinone and (S)-(+)-curcuhydroquinone. The Royal Society of Chemistry 2000.
A new enantioselective route to bisabolane sesquiterpenes phenols: Synthesis of (S)-(+)-curcuphenol and (S)-(+)-curcumene
Fuganti, Claudio,Serra, Stefano
, p. 1252 - 1254 (2007/10/03)
(S)-(+)-Curcuphenol 1 and (S)-(+)-curcumene 2 were synthesised starting from enantiopure (R)-(-)-3-furyl-2-methylpropanol 3 and building up the phenolic ring through a benzoannulation reaction.
