Dichloromethane → 4-{[(S)-6-Phenylphenanthridin-5 (6H)-yl]sulfonyl}phenol

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Reaction Steps

The title compound was prepared from (S)-5-[(4-methoxyphenyl)sulfonyl]-6-phenyl-5,6-dihydrophenanthridine* (1.35 g, 3.16 mmol), cyclohexene (6.16 g, 75 mmol), and 1.0 M boron tribromide in dichloromethane (20 mL, 20 mmol) according to the procedure and in the same manner as described in Example 1, step b; and yielded, after chromatographic purification and crystallization from diethyl ether-hexane, 4-{[(S)-6-phenylphenanthridin-5(6H)-yl]sulfonyl}phenol* (0.627 g, 1.52 mmol, 48%) as a homogeneous, colorless, crystalline, single enantiomer*, m.p. 210-212° C.;

Provenance & Evidence