114644-80-3Relevant academic research and scientific papers
A FULLY SYNTHETIC ROUTE TO THE PAPULACANDINS. STEREOSPECIFIC SPIROACETALIZATION OF A C-1-ARYLATED METHYLGLYCOSIDE
Danishefsky, Samuel,Phillips, Gary,Ciufolini, Marco
, p. 317 - 328 (1987)
Lewis acid-catalyzed, hetero Diels-Alder reaction of (E)-1-methoxy-3-trimethylsilyloxy-1,3-butadiene, with 6-benzoyloxymethyl-2,4-dibenzyloxy benzaldehyde afforded 2-(6-benzoyloxymethyl-2,4-dibenzyloxyphenyl)-2,3-dihydro-4H-pyran-4-one.This was converted into a derivative of papulacandin D by a stereospecific, spiroacetalization of a C-1 methoxylated aryl glycoside, methyl benzoate.
