15001-62-4Relevant articles and documents
Practical alternatives for the synthesis of β-iodofurans by 5-endo-dig cyclisations of 3-alkyne-1,2-diols
El-Taeb, Gamila M.M.,Evans, Ann B.,Jones, Simon,Knight, David W.
, p. 5945 - 5948 (2001)
Iodocyclisations of 3-alkyne-1,2-diols, obtained from acetylides and α-hydroxy-ketones or esters, give generally excellent yields of β-iodofurans by 5-endo-dig cyclisation followed by dehydration.
Leveraging the micellar effect: Gold-catalyzed dehydrative cyclizations in water at room temperature
Minkler, Stefan R. K.,Isley, Nicholas A.,Lippincott, Daniel J.,Krause, Norbert,Lipshutz, Bruce H.
supporting information, p. 724 - 726 (2014/03/21)
The first examples of gold-catalyzed cyclizations of diols and triols to the corresponding hetero- or spirocycles in an aqueous medium are presented. These reactions take place within nanomicelles, where the hydrophobic effect is operating, thereby driving the dehydrations, notwithstanding the surrounding water. By the addition of simple salts such as sodium chloride, reaction times and catalyst loadings can be significantly decreased.
On the highly stereoselective addition of lithio-acetylides to α-hydroxy-ketones
Dunford, Damian,Guyader, Mathilde,Jones, Simon,Knight, David W.,Hursthouse, Michael B.,Coles, Simon J.
, p. 2240 - 2242 (2008/09/19)
Addition of 2 equiv of a lithio-acetylide to an unprotected α-hydroxy ketone is extremely stereoselective in examples where the two ketone substituents are relatively large.
