TY - JOUR
T1 - Benzylidene acetals of the D-ribonolactones
T2 - A structural reassessment
AU - Baggett, Neil
AU - Buchanan, J. Grant
AU - Fatah, Moutie Y.
AU - Lachut, C. H.
AU - McCullough, Kevin J.
AU - Webber, John M.
PY - 1985
Y1 - 1985
N2 - The product of the reaction of D-ribono-1,4-lactone with benzaldehyde and concentrated HCl has been shown, by X-ray crystallography of its acetate, to be 3,4-O-(R)-benzylidene-D-ribono-1,5-lactone and not the 3,5-acetal as previously suggested; with ZnCl2 as catalyst the products are 2,3-O-(R)- and -(S)-benzylidene-D-ribono-1,4-lactone, the former preponderating.
AB - The product of the reaction of D-ribono-1,4-lactone with benzaldehyde and concentrated HCl has been shown, by X-ray crystallography of its acetate, to be 3,4-O-(R)-benzylidene-D-ribono-1,5-lactone and not the 3,5-acetal as previously suggested; with ZnCl2 as catalyst the products are 2,3-O-(R)- and -(S)-benzylidene-D-ribono-1,4-lactone, the former preponderating.
UR - http://www.scopus.com/inward/record.url?scp=12944311131&partnerID=8YFLogxK
M3 - Article
SN - 0022-4936
SP - 1826
EP - 1827
JO - Journal of the Chemical Society, Chemical Communications
JF - Journal of the Chemical Society, Chemical Communications
IS - 24
ER -