INVESTIGADORES
KAUFMAN Teodoro Saul
artículos
Título:
Synthesis of an Alberta Oil Sand Bitumen C20 Tricyclic Carboxylic Acid Bearing a Novel Diterpenoid Skeleton
Autor/es:
TEODORO SAUL KAUFMAN; EDMUNDO A RUVEDA; GONZALEZ SIERRA, MANUEL
Revista:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
Editorial:
RSC
Referencias:
Lugar: Londres; Año: 1988 p. 2323 - 2327
ISSN:
0300-922X
Resumen:
The
synthesis of ( ±) -13-norisocopalane-15-carboxylic acid (9), for comparison
with the C20 carboxylic acid found in Alberta oil sand bitumen, is described. 1t
involves the preparation of the key intermediate ( ±) -methyl16-
norisocopalan-15-oate (27), by transformation of the known allylic alcohol (20),
and homologation of (27) vía the nitrile (30). Comparison of natural and
synthetic methyl ester derivativas unequivocally established the correctness of
the structure (9) for the natural product.
