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  • Selective oxidation of 8,8'-hydroxylated binaphthols to bis-spironaphthalenones or binaphtho-para- and binaphtho-ortho-quinones.

Selective oxidation of 8,8'-hydroxylated binaphthols to bis-spironaphthalenones or binaphtho-para- and binaphtho-ortho-quinones.

Organic letters (2012-09-04)
Erin E Podlesny, Patrick J Carroll, Marisa C Kozlowski
ABSTRACT

The selective oxidation of a series of functionalized 8,8'-hydroxylated binaphthols to binaphtho-para- and binaphtho-ortho-quinones has been realized using either a Co-salen catalyst or ortho-iodoxybenzoic acid. A unique spirocyclic bis-spironaphthalenone was also obtained in good yield via a phenyliodonium diacetate promoted oxidative dearomatization.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
N,N′-Bis(salicylidene)ethylenediamine, 98%