593288-68-7Relevant academic research and scientific papers
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 (2007)
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
Catalytic enantioselective β-alkylation of α,β-unsaturated aldehydes by combination of transition-metal- and aminocatalysis: Total synthesis of bisabolane sesquiterpenes
Afewerki, Samson,Breistein, Palle,Pirttil?, Kristian,Deiana, Luca,Dziedzic, Pawel,Ibrahem, Ismail,C?rdova, Armando
supporting information; experimental part, p. 8784 - 8788 (2011/09/15)
Branching out! The first co-catalytic enantioselective (up to 98:2 e.r.) β-alkylation of α,β-unsaturated aldehydes by combination of simple chiral amine and copper catalysts provides β-branched aldehydes in a one-pot protocol (see scheme). The methodology was applied to the short total syntheses of bisabolane sesquiterpenes (S)-(+)-curcumene, (E)-(S)-(+)-3- dehydrocurcumene and (S)-(+)-tumerone.
Isomeric alkyl cation/arene complexes in the gas phase
Filippi, Antonello,Roselli, Graziella,Renzi, Gabriele,Grandinetti, Felice,Speranza, Maurizio
, p. 2072 - 2078 (2007/10/03)
The kinetics and the stereochemistry of the protonation-induced unimolecular isomerization of (S)-(+)-1-D1-3-(p-tolyl)butane have been investigated in the gas phase in the 100-160°C range. The process leads to the almost exclusive formation of
Baker's yeast mediated enantioselective synthesis of the bisabolane sesquiterpenes curcumene, turmerone, dehydrocurcumene and nuciferal
Fuganti, Claudio,Serra, Stefano,Dulio, Andrea
, p. 279 - 282 (2007/10/03)
Fermenting baker's yeast converts the allylic alcohol 6 into enantiomerically pure (S)-(+)-3-(p-tolyl)butan-1-ol 7 which is a useful chiral building block for the synthesis of bisabolane sesquiterpenes. The versatility of this approach is shown in the preparation of (S)-(+)-curcumene, (S)-(+)-turmerone, (S)-(+)-dehydrocurcumene and (E,S)-(+)-nuciferal.
