A detailed protocol for the resolution of the Betti base [i.e. 1-(alpha-aminobenzyl)-2-naphthol] was investigated and the absolute configuration of the two isomers was established by means of an X-ray diffractometric study. A series of optically active derivatives was also prepared. The list includes the N-benzyl- and the N,N,O-trimethyl derivatives. The N,N-dimethyl derivative was prepared in racemic form by means of the Betti reaction and was resolved into the two enantiomers with an extremely easy and efficient procedure. The O-methyl derivative was prepared in a racemic form and subjected to resolution. The configuration of each base was determined by correlation with the configuration of the Betti amine. (C) 1998 Elsevier Science Ltd. All rights reserved.
The betti base: absolute configuration and routes to a family of related chiral nonracemic bases
CICCARELLA, Giuseppe;
1998-01-01
Abstract
A detailed protocol for the resolution of the Betti base [i.e. 1-(alpha-aminobenzyl)-2-naphthol] was investigated and the absolute configuration of the two isomers was established by means of an X-ray diffractometric study. A series of optically active derivatives was also prepared. The list includes the N-benzyl- and the N,N,O-trimethyl derivatives. The N,N-dimethyl derivative was prepared in racemic form by means of the Betti reaction and was resolved into the two enantiomers with an extremely easy and efficient procedure. The O-methyl derivative was prepared in a racemic form and subjected to resolution. The configuration of each base was determined by correlation with the configuration of the Betti amine. (C) 1998 Elsevier Science Ltd. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
