Chemistry Letters p. 961 - 964 (1994)
Update date:2022-09-26
Topics:
Nishinaga, Akira
Kojima, Shinya
Mashino, Takahiro
Maruyama, Kazushige
Reduction of 2,6-di-t-butyl-p-quinols with NaBH4 results unexpectedly in the regio- and stereoselective formation of the corresponding dihydro-p-quinols.The novel reduction occurs via a quinoxyborohydride anion intermediate, which regulates the stereochemistry of the 4- and 6-positions in the products.Aromatization of the products is blocked by the t-butyl groups.
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