TY - JOUR
T1 - The synthesis and some manipulations of dialkyl 6-aryl(or alkyl)-2-oxotetrahydro-2H-pyran-3,5-dicarboxylates
AU - Lawrence, Ronald M
AU - Perlmutter, Patrick
PY - 1996
Y1 - 1996
N2 - A new, one-pot annulation process, involving conjugate addn. of the sodium salts of di-Me (or dibenzyl) malonate to alkyl 2-(1-hydroxyalkyl)propenoates R CH(OH)C(CO2Me):CH2 (R = Me, Ph, 3-pyridinyl, 2-furanyl), produces a mixt. of dialkyl 6-aryl(or alkyl)-2-oxotetrahydro-2H-pyran-3,5-dicarboxylates I and II. Alkylations of the cis-isomers were found to be highly stereoselective. The introduction of unsatn. into these mols. is also described. [on SciFinder(R)]
AB - A new, one-pot annulation process, involving conjugate addn. of the sodium salts of di-Me (or dibenzyl) malonate to alkyl 2-(1-hydroxyalkyl)propenoates R CH(OH)C(CO2Me):CH2 (R = Me, Ph, 3-pyridinyl, 2-furanyl), produces a mixt. of dialkyl 6-aryl(or alkyl)-2-oxotetrahydro-2H-pyran-3,5-dicarboxylates I and II. Alkylations of the cis-isomers were found to be highly stereoselective. The introduction of unsatn. into these mols. is also described. [on SciFinder(R)]
UR - http://www.publish.csiro.au/?act=view_file&file_id=CH9960839.pdf
M3 - Article
SN - 1445-0038
VL - 49
SP - 839
EP - 845
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
IS - 8
ER -