Study of axially dissymmetric biaryls has recently been revived.Most of thework

however

were focused in derivatives of 1

1′-binaphthyl in terms oftheir syntheses and application to chiral recognition and various asymmetricsyntheses.We have been interested in finding synthesis and stereochemistryof higher analog of biaryls.In this article

we demonstrate a novel syntheticapproach to both enantiomers of 10

10′-dihydroxy-9

9′-biphenanthryl[（-）- and（+）-6].An attempt of transformation of 9-methoxy phenanthrene （3） with n-butyl-lithium and TMEDA in ether at-78℃ or room temperature to its lithium deriva-tive （4） has yet been successful （Scheme 1）.We have then explored the suitablereagent for oxidative coupling of 9-phenanthrol （8） to （±） -6.Despite theusefulness in synthesis of bis-2-naphthol（10）

FeCl

3

3

3

2

D

20

D

21

D

18

D

21

D

21

D

18