34638-26-1Relevant articles and documents
Enantioselective synthesis of cyclopentyltetrahydrofuran (Cp-THF), an important high-affinity P2-ligand for HIV-1 protease inhibitors
Ghosh, Arun K.,Takayama, Jun
, p. 3409 - 3412 (2008/09/21)
A convenient optically active synthesis of (3aS,5R,6aR)-5-hydroxy-hexahydrocyclopenta[b]furan, a high-affinity nonpeptidyl ligand for HIV-1 protease inhibitor 2, is described. The synthesis utilizes commercially available (1R,5S)-(+)-2-oxabicyclo[3.3.0]oct-6-en-3-one as the starting material and oxymercuration or bromohydrin reaction as the key step. Enantiopure ligand was converted to protease inhibitor 2.
SYNTHESIS AND CHIROPTICAL PROPERTIES OF C3-PERHYDROTRIQUINACENE DERIVATIVES
Almansa, Carmen,Moyano, Albert,Serratosa, Felix
, p. 2657 - 2662 (2007/10/02)
An efficient, enantioselective synthesis of C3-triketone 1, starting from optically pure lactone 2, which is commercially available in both enantiomeric forms, is described.The absolute configuration of a chiral perhydrotriquinacene derivative is therefore established for the first time by chemical correlation.The stereochemical assignments are also confirmed by the circular dichroism of both (+)-1, which shows a positive Cotton effect, and the tribenzoate (+)-12, which presents a positive exciton chirality.