2 199 2 analysis calculated for c 16 h 30 o 3 s c 63 5 h 10 0 found c 63 7 h 10 0 u00b1 2 alkynylsulfanyl 2 methyl 3 phenyl decanoic acid ethyl ester 31 from 5 benzyl 2 tert butyl 5 methyl 1 3 oxathiolan 4 one 1 1 2 g 4 7 mmol following general procedure f was obtained 31 954 mg 76 after flash chromatography 5 etoac hexanes 1 h nmr 300 mhz cdcl 3 u03b4 1 19 t j 7 hz 3h 1 55 s 3h 2 26 s 3h 3 13 q j 13 hz 2h 4 13 q j 7 hz 2h 7 1 m 2h 7 2 m 3h 13 c nmr 75 mhz cdcl 3 u03b4 14 0 23 1 30 3 43 6 56 3 61 7 127 2 128 1 130 7 135 4 172 8 194 8 general procedure g u00b1 4 hydroxy 5 methyl 5 octyl 5 h thiophen 2 one 32 to 26 500 mg 1 7 mmol in toluene 27 ml at u2212 78 u00b0 c was added lihmds 4 3 ml 4 3 mmol 1 0 m in thf and the solution was allowed to slowly warm to u2212 5 u00b0 c the solution was then poured into 1 n hcl 40 ml and extracted with etoac 3 u00d7 25 ml the combined organics were dried mgso 4 filtered and evaporated flash chromatography 20 etoac 2 ch 3 co 2 h hexanes gave 32 308 mg 73 1 h nmr 300 mhz cdcl 3.