78151-89-0Relevant academic research and scientific papers
Rhodium-catalysed vinyl 1,4-conjugate addition coupled with Sharpless asymmetric dihydroxylation in the synthesis of the CDE ring fragment of pectenotoxin-4
Richardson, Melodie S. W.,Tame, Christopher J.,Poole, Darren L.,Donohoe, Timothy J.
, p. 6336 - 6340 (2019/07/04)
Our synthesis of the CDE ring fragment of pectenotoxin-4 utilised two key steps to make the complex bicyclic ketal unit: (i) a rhodium-catalysed vinyl group 1,4-addition as the major C-C bond forming step; (ii) a stereoselective Sharpless Asymmetric Dihydroxylation (SAD) of the resulting 1,1-disubstituted homoallylic alcohol. Subsequent acid-catalysed cyclisation afforded the desired [5,6]-bicyclic ketal of the target molecule. This methodology was shown to be compatible with the desired E ring fragment 35 in order to construct the CDE fragment 37 of pectenotoxin-4.
Protective group-free synthesis of 3,4-dihydroxytetrahydrofurans from carbohydrates: Formal total synthesis of sphydrofuran
Van Kalkeren, Henri A.,Van Rootselaar, Stefan,Haasjes, Frank S.,Rutjes, Floris P. J. T.,Van Delft, Floris L.
, p. 30 - 37,8 (2012/12/12)
Carbohydrates are taking a more prominent role in chemistry as an environmentally benign chemical feedstock. However, major efforts are still required to convert unprotected carbohydrates into high-value building blocks. We have investigated the protectiv
Production of carbohydrate building blocks from red seaweed polysaccharides. Efficient conversion of galactans into C-glycosyl aldehydes
Ducatti, Diogo R. B.,Massi, Alessandro,Noseda, Miguel D.,Duarte, Maria Eugenia R.,Dondoni, Alessandro
experimental part, p. 576 - 588 (2009/07/18)
Agarans and carrageenans are abundant natural polysaccharides which are obtained on a large scale by water extraction from a variety of red seaweeds. These galactans, in addition to being valuable products for the pharmaceutical and food industries, are l
