T. Suzuki et al., Catalytic oxidation of pentacyclo[6.6.0(2,6).0(3,13).0(10,14)]tetradeca-4,11-diene. Syntheses of novel polyfunctional half-open cage compounds, TETRAHEDR L, 40(15), 1999, pp. 2997-3000
Oxidation of pentacyclo[6.6.0.0(2.6).0(3,13).0(10.14)]tetra l-diene, PCTD,
with hydrogen peroxide catalyzed by methyltrioxorhenium selectively gave th
e exo,exo-diepoxide in high yield. Osmium tetraoxide catalyzed selective sy
n-exo-tetrahydroxylation or syn-exo-dihydroxylation of PCTD with N-methylmo
rphorine N-oxide. Ruthenium trichloride-catalyzed oxidative cleavage of the
olefinic groups in PCTD with sodium periodate gave a derivative of tricycl
odecanecarboxylic acid with two lactone rings. (C) 1999 Elsevier Science Lt
d. All rights reserved.