291282-23-0Relevant articles and documents
Synthesis of methyl α-caryophylloside
Prandi, Jacques,Couturier, Gwéna?lle
, p. 49 - 52 (2000)
The convergent synthesis of caryophyllose, a new C-4 branched dodecose isolated from Pseudomonas caryophylli, is described from two monosaccharidic precursors. The key step is the diiodosamarium-promoted coupling of two six-carbon fragments: an acid chloride and a cyclic ketone.
A general route to 4-C-branched sugars. Synthesis of methyl α-caryophylloside
Prandi, Jacques
, p. 241 - 247 (2007/10/03)
The total synthesis of methyl 3,6-dideoxy-4-C-(D-altro-1,3,4,5 tetrahydroxyhexyl)-α-D-xylo-hexopyranoside, the methyl glycoside of the recently isolated 4-C-branched sugar caryophyllose, has been completed in a stereoselective and convergent manner. The synthesis of this dodecose relies on the diiodosamarium mediated coupling of two six-carbon fragments: a cyclic ketone and an acid chloride.