The Journal of Organic Chemistry

Spontaneous resolution of 2, 2'-dimethoxy-1, 1'-binaphthalene

G Gottarelli, GP Spada

Index: Gottarelli, Giovanni; Spada, Gian Piero Journal of Organic Chemistry, 1991 , vol. 56, # 6 p. 2096 - 2098

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Citation Number: 20

Abstract

The dimethyl ether of l, l'-bi-2-naphthol crystallizes as a conglomerate and can be resolved without chiral auxiliaries by entrainment. The direct crystallization of a supersaturated solution of the title compound partially enriched by one enantiomer (ee= 2%) is conducted in anisole at 40 OC and gives, after one crystallization, a compound with ee> 98%. Demethylation under nonracemizing conditions gives the enantiomeric l, l'-bi-2-naphthol. l ...