Table 3. Condensations of sulfones 4, 9, and 10 with ketones.

entry	sulfone	R1R2CO	product, yield,a % isomer ratiob	19F NMR δ (ppm)c
1	4		26, 87%, NAd	–121.99 ppmd
2	9		27, 58%, NA	–121.52 ppm
3	4		28, 64%,e 28:72	–116.46 ppm (minor)f –116.57 ppm (major)f
4	9		29, 77%,e 20:80	–115.56 ppm (minor E-29)g –116.33 ppm (major Z-29)g
5	10		30, 58%, one isomer onlyh	–123.76 ppm

^aYields are of isolated and purified products.

^bOlefin isomer ratios in the crude reaction mixtures were determined by ¹⁹F NMR prior to isolation.

^cReferenced to CFCl₃ as internal standard; 282 MHz, CDCl₃ solvent.

^dData reported in ref 11a.

^eCombined yield of E and Z-isomers.

^fStereochemistry of the isomers was assigned by comparison to compound 29 (see text).

^gStereochemistry of the major isomer was assigned by X-ray crystallography (see text).

^hStereochemistry was not assigned.