Dihydro-4-hydroxy-2 -naphthalenone,

Dihydro-2-hydroxy-2-methyl-l(2//)-naphthalenone (7), a model for many natural products, is obtained in >95% ee via oxidation of the sodium enolate of 3,4-dihydro-2-methyl-1 (2f/)-naphthalenone (5) with ( + )-[(8,8-dichlorocamphoi)sulfonyl]oxaziridine (6)88. This material was obtained in less than 16% ee using (j-)-(camphorsulfonyl)oxaziridine 26. 

Dihydro-2-hydroxy-2-methyl-l(2f/)-naphthalenone (7) Typical Procedure88 ... 

Reduction of quinones proceeds analogously to that of ketones. Whereas o-benzoquinone gives pyrocatechol smoothly, a mixture of 1,2-naphthalenediol and trans- 1,2-dihydro- 1,2-naphthalenediol is formed from 1,2-naphthoquin-one.360 3,4-Dihydro-4-hydroxy-l(2//)-naphthalenone is formed as well as 1,2,3,4-tetrahydro-l,4-naphthalenediol from 1,4-naphthoquinone.361... 

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