in tetrahydrofuran PhCOCl was added to a THF soln. of Zn-enolate at 0°C under N2, mixt. was stirred for 10 min; satd. aq. NH4Cl added, mixt. was partitioned between H2O and ether, aq. layer was extd. with ether, org. phases were washed with brine, dried, evapd., chromd. on SiO2 (hexane-ethyl acetate); (1)H NMR spectrum and m.p. in agreement with those reported;

View Scheme

1: 75 percent / aq. NaOH / ethanol / Ambient temperature 2: 1.) Br2, 2.) NaOMe / 1.) CHCl3, RT, 30 min, 2.) MeOH, reflux, 1 h 3: 1.) NaH / 1.) THF, reflux, 30 min, 2.) THF, reflux 2 h View Scheme

1: THF-d8 (tetrahydrofuran-d8) 2: tetrahydrofuran View Scheme

Multistep reaction;

sodium hydride 1.) THF, reflux, 30 min, 2.) THF, reflux 2 h; Yield given. Multistep reaction;

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View Scheme