TY - JOUR AB - The synthesis of spiro[cyclopropane-1,3?-oxindole]-2-carboxylic acid, including novel 3-(2- and 3-pyridyl)-substituted analogues and the novel cyclopropa[c]quinoline-7b-carboxylic acid and their ester and amide derivatives is described. These syntheses involve diastereoselective cyclopropanation reactions of methyl 2-(2-nitrophenyl)acrylate and (3E)-(pyridin-2-ylmethylene)- and (3E)-(pyridin-3-ylmethylene)-1,3-dihydro-2H-indol-2-one with ethyl (dimethyl sulfuranylidene) acetate (EDSA). The synthesis of methyl cyclopropa[c]quinoline-7b-carboxylate involves a regioselective reductive cyclization of a nitro-diester precursor. The relative stereochemistry of key compounds has been determined by single-crystal X-ray structural analysis. © 2006. AU - Yong, SR AU - Ung, AT AU - Pyne, SG AU - Skelton, BW AU - White, AH DA - 2007/01/29 DO - 10.1016/j.tet.2006.11.051 EP - 1199 JO - Tetrahedron PY - 2007/01/29 SP - 1191 TI - Syntheses of spiro[cyclopropane-1,3?-oxindole]-2-carboxylic acid and cyclopropa[c]quinoline-7b-carboxylic acid and their derivatives VL - 63 Y1 - 2007/01/29 Y2 - 2026/05/30 ER -