INQUISUR   21779
INSTITUTO DE QUIMICA DEL SUR
Unidad Ejecutora - UE
artículos
Título:
Synthesis of optically active derivatives of bicyclic chiral diols with C2 symmetry
Autor/es:
FLAVIA C. ZACCONI, LILIANA C. KOLL, AND JULIO C. PODESTÁ
Revista:
TETRAHEDRON-ASYMMETRY
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Año: 2011 vol. 22 p. 40 - 46
ISSN:
0957-4166
Resumen:
This paper reports efficient procedures for the preparation of optically active dibromide, diazide, diamine, and unsaturated diesters derived from a chiral bicyclic diol with C2 symmetry namely (11R,12R)-9,10-dihydro-9,10-ethaneanthracene-11,12-dimethanol 3. Esterification of 3 with saturated and unsaturated carboxylic acids and acids chlorides leads to the corresponding normal-, olefinic- and acetylenic diesters in average yields of 81%. Also more efficient techniques for the preparation of starting diol 3 in higher yields as well as for a very simple separation of DCU (N,N0-dicyclohexylurea) from reactions carried out following the DCC/DMAP method are described.