INVESTIGADORES
MATA Ernesto Gabino
artículos
Título:
An approach to the synthesis of the C(17)-C(27) fragment of bryostatins
Autor/es:
BAXTER, JOHN; MATA, ERNESTO G.; THOMAS, ERIC J.
Revista:
TETRAHEDRON
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Año: 1998 vol. 54 p. 14359 - 14376
ISSN:
0040-4020
Resumen:
The organolithium reagent generated from the vinyl iodide 8 reacts with aldehyde 13 to give a mixture of the anti- and syn-silyloxy alcohols 14 and 15 together with the regioisomeric syn-silyloxy alcohol 16, ratio 14 : 15: 16 = 4 : 1 : 1. The major anti-alcohol 14 was taken through to the methoxyacetal 27 so confirming this strategy for the stereoselective synthesis of the C(17)-C(23) fragment of bryostatins. The diol 30, which has configurations at each of its three chiral centres corresponding to the C(23)-C(27) fragment of bryostatins, was prepared in two steps from the aldehyde 28 and converted into the vinylstannane 45.
