189386-93-4Relevant academic research and scientific papers
Chemical variation of natural product-like scaffolds: Design and synthesis of spiroketal derivatives
Zinzalla, Giovanna,Milroy, Lech-Gustav,Ley, Steven V.
, p. 1977 - 2002 (2006)
The design and synthesis of spiroketal structures and their chemical modification, leading to a collection of new small molecules for biological evaluation as orally-bioavailable lead compounds is described. Both [6,5]- and [6,6]-membered ring spiroketal units have been prepared in a stereochemically-varying fashion starting from commercially available (R)- or (S)-glycidol, in ten, eleven and twelve linear steps, in overall yields of 45, 40 and 20%, respectively. Further elaboration according to Lipinski's guidelines has given a collection of structurally-diverse, new spiroketal derivatives in high yields and with high purity. The Royal Society of Chemistry 2006.
Synthesis and absolute configuration of the 7-phenylhepta-4,6-diyne-1,2- diol isolated from Bidens pilosa
Cui, Shan,Zou, Yang,Wu, Yikang,Gao, Po
scheme or table, p. 2131 - 2135 (2011/08/04)
The title diynediol was synthesized in enantiopure (>98.4% ee) forms, with the cross coupling of phenylacetylene with either (R)- or (S)-5-benzyloxypent-1-yn-4-ol catalyzed by nickel(II) chloride-copper(I) iodide as the key step. Comparison of the spectro
Double conjugate addition of dithiols to propargylic carbonyl systems to generate protected 1,3-dicarbonyl compounds
Sneddon, Helen F.,Van Den Heuvel, Alexandra,Hirsch, Anna K. H.,Booth, Richard A.,Shaw, David M.,Gaunt, Matthew J.,Ley, Steven V.
, p. 2715 - 2725 (2007/10/03)
The work describes the efficient double conjugate addition of ethane and propane dithiols in the presence of sodium methoxide to a wide variety of propargylic carbonyl containing compounds. The products of these reactions are differentiated, 1,3-dicarbony
