131614-87-4Relevant academic research and scientific papers
On the selectivity of stannylene-mediated alkylation and esterification of methyl 4,6-O-benzylidene α-D-glucopyranoside
Jenkins, David J.,Potter, Barry V. L.
, p. 145 - 150 (1994)
Keywords: Methyl 4,6-O-benzylidene-α-D-glucopyranoside; Regiospecificity; Alkylation; Esterification; Stannylene
SYNTHETIC STUDIES ON NOGALAMYCIN: STEREOSPECIFIC C-5 ALKYLATION OF A SUGAR DERIVATIVE VIA CLAISEN REARRANGEMENT AND A NEW ROUTE TO 1,1,4-TRIALKOXYBUTA-1,3-DIENES.
Vatele, J.-M.
, p. 4443 - 4450 (2007/10/02)
Claisen rearrangement of the 4-methoxybutadienylether of the allylic alcohol 13 which was made in 15 steps from D-glucose, afforded one major aldehyde 17 or 18 in good yield.All attempts to oxidize to an acid were unsuccessful.The model compound 24 and compound 13, were converted respectively to the α, β-unsaturated esters 25 and 26.Compound 25 was further transformed into 1,1,4-trialkoxybuta-1,3-diene 27 which was found unreactive towards quinones.
